Most founders think they have a team problem. Deadlines missed. Quality slipping. Constant firefighting. Sound familiar?
But here’s the brutal truth I unpacked in this week’s Focus Hour: Your team isn’t broken. They’re a mirror, reflecting exactly what you’re showing them.
Whether you’re leading a startup team, managing a growing company, or trying to get your kids to eat their broccoli – this principle will punch you in the gut. Because once you see it, you can’t unsee it.
The Mirror Principle: Your team reflects your standards, not your expectations. Your confusion becomes their chaos. Your absence becomes their avoidance. Your inconsistency becomes their infrastructure.
Trust is Everything: No follow-through equals no trust. Period. This applies in the boardroom and the playroom.
You Can’t Lead Like a Follower: If you’re trying to manage people without managing yourself first, you will fail. Not might. Will.
Culture = Standards + Trust: Most leaders build backwards, starting with shortcuts instead of standards. They throw money at ads, rebuild websites, hire fast – anything to avoid the real work.
Belief Before Ability: You don’t have a delegation problem. You have a belief problem. If you believe “I do it best,” you’ll never let go.
Everything Flows From You: This isn’t about making you feel terrible. It’s about recognizing that as a founder, you’re the source. Fix yourself, fix your business.
Legacy Through Standards: Your legacy isn’t the company or the money. It’s the culture that survives without you.
Key Takeaways
Misalignment: Most companies don’t fail from bad marketing or team issues – they fail from misalignment between founders and their business.
Trust as the Foundation: Trust isn’t taught – it’s transferred.
Personal Mastery Before Leadership: Leadership flows from personal mastery. Conquer before you coach.
Building Backwards: Real growth starts inside and works its way out.
Key Problems Addressed
Does your team reflect your standards or your shortcuts?
Why do most founders and companies fail?
What’s the biggest problem across businesses and founders?
Why does my team have performance problems?
What are leading indicators versus lagging indicators?
How do I get a high-performance team?
Why can’t I manage my team effectively?
Can you lead followers if you’re leading like a follower?
Why doesn’t my team trust me?
What’s the connection between follow-through and trust?
Why is my company culture weak?
What happens when leaders are confused, absent, or inconsistent?
What stage of founder development am I in?
Why am I stuck at my current revenue level?
What mistakes keep founders from scaling past $1M?
Should I be a problem solver or a standard setter?
Why isn’t my team performing at a high level?
How do personal standards affect team performance?
What’s the formula for building culture?
Why do founders start with shortcuts instead of standards?
How do I identify my shortcuts?
How do I raise my standards effectively?
Why should I conquer before I coach?
What is a founder’s true legacy?
How can I test if my standards affect my team’s culture?
Summary
Team Culture and Standards
Simon hosted a live video discussion about team culture, standards, and shortcuts for founders, sharing his personal experiences and insights about leadership and business growth. He emphasized the importance of building trust, setting high standards, and focusing on internal development before external expansion, using examples from his own journey as a founder. The session concluded with plans for future weekly discussions on key topics like vision, identity, and leadership, while highlighting the central theme that culture is the true legacy of a leader.
Next Steps
Identify one standard you’ve been tolerating and raise it for yourself this week
Examine what shortcuts you’re taking instead of setting proper standards
Evaluate if your team culture would stand or collapse without you
Identify blind spots where you need to raise your own standards first
Key Discussion Points
The Misalignment Problem Most companies don’t fail from bad marketing or team issues – they fail from misalignment between founders and their business. As Simon’s mentor said: “The only ship that doesn’t sail is a partnership.”
Trust as the Foundation Trust isn’t taught – it’s transferred. Simon shared how his parenting experience taught him that his son didn’t trust him because he didn’t consistently follow through on what he said. The same dynamic was playing out in his business.
Personal Mastery Before Leadership Back in 2021-2022, Simon was 50 pounds overweight, a functional alcoholic drinking bottles of whiskey weekly, Netflix binging, hungover daily – and wondering why his team wasn’t performing. Leadership flows from personal mastery. Conquer before you coach.
Building Backwards Most leaders start with shortcuts: throwing money at ads, rebuilding websites, making tons of content. These are at-scale tactics that avoid the real work. Real growth starts inside and works its way out.
The Challenge Take one standard you’ve been tolerating. Raise it for yourself this week – without announcing it. Don’t tell anybody what you want. Just be it. Do it. Watch your culture follow.
Full Transcript
Wow! Here we are, welcome to today’s focus hour for founders. It is awesome to be here. This is Thursday, September 11th. We’ve got a great topic today on team culture, standards and shortcuts, and I am stoked to unpack this. This is, I think, number 5 of the live videos that I’ve been doing.
Yeah, it’s been great. It’s been really fun to share some of these ideas. And I hope that we get some people who join today. So if you’re here, if you join at all, or if you’re watching later, just say hi! Put your name in the comments. Just so I know that you’re here, and I can say hi. If you have questions as I go through this live presentation, just holler in the comments and ask. I’m gonna follow and jump in with answers and commentary as we go, so I will try to keep watching for comments.
Let’s go from here. I’m gonna share my screen and I have a little deck to walk through.
Does Your Team Reflect Your Standards or Your Shortcuts?
All right. Here we are. Does your team reflect your standards or your shortcuts? This is today’s topic. And this is a tough one. This is a really good one. Every time I write a LinkedIn post, put up a TikTok or Instagram video, or talk in any way about team, about leadership, about culture, it’s always a hot topic. Because it’s a hard topic. And so I’m really excited to hit this today and see what comes out of it.
Before I jump in, one more note of setup here is I do this every week, every Thursday for founders, and these are 6, 7, 8 figure founders that I’ve worked with, and I’ve formed this content for, because that’s who I am.
I’ve been through that process of building a business, starting a business, scaling a business, cresting over revenue ceilings, breaking through them, struggling, failing, hiring, firing – the whole gamut – building my marketing agency Structure, which still exists, which still operates.
And what I learned in that process was one big thing over 10 years, and that big lesson was this: Most founders, most companies don’t fail from bad marketing. They don’t fail from external growth. They don’t fail from a bad market. They don’t fail from just team culture issues. They fail because of misalignment.
Misalignment between the founder and the business, between the founders and the business, and the biggest problem across the board is misalignment.
There’s a phrase that a mentor of mine used to say: “The only ship that doesn’t sail is a partnership.” And I’ve heard that a few times. So true.
It’s so hard to make a business run and work with multiple partners. So if you have multiple partners and you’re on here, just holler and say something, because I want to know. Because that is a hard place to begin. That’s a hard business to start. It’s so helpful because you have someone to bounce ideas off of. You have someone who’s there with you. You have someone to complement your weaknesses. However, it does not help the alignment problem. We have enough trouble staying aligned with our own personal vision and values and execution. When you add another person or 3 people into the mix, it is almost impossible.
That’s my mission. That is my message – to help with misalignment across businesses and founders. I’m here just to help. I know you don’t want to settle. I know you don’t want to fail. I know you don’t want to drift. And so I want to help you have clarity, have focus and have alignment so you can grow. Because that’s what I needed, and I know that’s what we all need.
The Mirror Principle
Here’s a question: Does your team reflect your standards or your shortcuts? Most founders think they have a team problem. I did. I thought I had a team problem. Deadlines were missed. Quality was slipping. I was constantly firefighting. But the hard truth here that I’m gonna unpack throughout this talk is: Your team isn’t broken.
Your team isn’t broken doesn’t mean you have the highest performers in the world, doesn’t mean they’re the most experienced, doesn’t mean they don’t have problems. But what it does mean is they’re a mirror, and they’re reflecting you. Let’s dive in.
Here’s the big idea. I want to help turn that mirror that your team already is so that you can see that feedback that they’re giving you through their performance, through their energy, through their communication.
Three quick things right off the bat:
Ability follows belief Culture follows trust
There’s this massive concept, a data concept that I really want to share. It’s this concept of indicators in any relationship – leading indicators and lagging indicators.
Leading indicators are the inputs to the actions, the activities to get what you want. The lagging indicators are the outcomes of those inputs and time and process.
Do you want a high ability performance team? Yes, here’s what you gotta do. You got to input belief. And if you’re not getting performance and ability, you’re missing belief.
Same thing – culture follows trust. Build trust, build culture.
Peter Drucker’s Truth
Peter Drucker, the management consultant, author, speaker, said this quote: “Executives who do not manage themselves cannot expect to manage associates.”
This is a massive mirror. When I read this in his book, The Effective Executive, it was right at the beginning. It was mind-blowing. I realized I had spent years with my team trying to manage other people.
If you’re a founder, a parent, a friend, family member – which you are in some way – you are in charge of managing people. And if you are trying to manage people without managing yourself first, you will not be able to do it. You will fail.
Here’s a translation with both of these two keys that I want to share. This is the foundation of this whole talk: You can’t lead followers (team, children, spouse, friends, community) if you’re leading like a follower.
A Story About Trust
I want to tell a story, because this is something that isn’t just theory. I’ve lived this very practically on a day-to-day basis with my home and with my family, and I’ve learned it in my business too. Sometimes some of the biggest business lessons that we can learn don’t come from the boardroom. They come from the playroom.
I had this moment with my son Peter that I really want to share, because this was a playroom lesson that I brought into the boardroom and has transformed my leadership as an executive and founder.
We were begging, bribing, threatening our son. But nothing worked. If you’re a parent, you’ve been in this. You want your kids to listen. You want your kids to obey. You want your kids to respect. I see this at restaurants all the time: “If you don’t eat that now, or if you don’t stop jumping on this booth, we’re going to go home.” Or at the store: “If you don’t stop, then we’re gonna leave right now.” For us, we were trying to get our son to eat: “If you don’t eat that broccoli, you can’t have dessert.”
And then what happens? You don’t leave. You still give him dessert. You always find a way to slip, to justify, to tolerate, because you don’t want them to fail. You don’t want them to lose. You don’t want to be mean.
We were doing this with our son, but he wasn’t listening. He wasn’t obeying, and we were constantly nagging and coercing, bribing, begging to get our son to do what we wanted him to do. This was our first son. We were very early parents and we made a lot of mistakes.
But we had this friend couple. They had more kids than us. They were older than us. And I remember one moment they looked at us and said, “Hey, can we tell you something?” I said, “Yeah, go for it” because I was frustrated. And they said, “Your son doesn’t trust you because you don’t do what you say.”
It hit me like a truck. A gut punch. It was so true. The same thing that was happening in our life was also happening in our business and was happening across all of our relationships.
I’d never really thought about it from his perspective. I’d only thought about it from mine. For him, I was setting a standard, I was setting a culture, I was setting an expectation that changed his behavior, changed how he showed up in our relationship.
So my question for you is: Do you trust yourself enough for others to trust you? Or do others not trust you because you don’t trust yourself or you don’t follow through? No follow through equals no trust.
The Reflection Principle
If your culture is weak in your company, it’s not their fault. It’s yours. You hired them, you started it, you’re calling yourself a founder or a CEO. It’s yours. They’re reflecting you.
Your confusion becomes their chaos Your absence becomes their avoidance Your inconsistency becomes their infrastructure
Your leading indicators here are confusion, absence, and inconsistency. You’re saying one thing, doing another. You’re showing up sometimes, not showing up other times. You’re showing up at different times. You’re inconsistent.
And you know what you get? You get chaos, you get avoidance and poor infrastructure. If you’re experiencing any of these things, it’s because of the inputs.
The Brutal Reality
Everything flows from you as a founder. And I don’t want you to sit here and watch this and think you’re terrible. That’s not my goal. I’m not here to tell you that you’re bad. You are a leader. You are a CEO. You are driving your business no matter what stage you are in.
People measure where they’re at as a founder based on revenue. That’s one way to do it. Another way – and I’m working on this right now, about to come out with it – is more of a storyline of developmental stages of a founder that don’t necessarily follow revenue but follow experience, development, growth stages.
I want you to know that if you are struggling with this, you are not alone. You are very normal. You are just in the stage of struggling with this. You are basically in the bottleneck stage, likely around a million, likely somewhere around there. That’s probably where you’re at, and you might be between 300,000 and 3 million. But the point is, that’s very normal.
My Turning Point
My turning point happened around this same point. I was starting to feel it at 300,000. It kept me from getting to a million. I finally broke through because of the leadership lessons I learned.
At this point in my company, we had 10 team members, a million dollars in revenue, a dozen clients, and I was carrying my family and team, not building a culture. Mind you, I have 4 children and a wife. My mistakes were lowering my standards and rushing hires to offload pain, not build the future. I was acquiring team members, having more kids, building without really building, if that makes any sense.
I had a few shifts that I want to share with you:
Mindset Shift
I had to stop being the savior of every problem. Stop fixing, and start being the standard bearer. Big difference: If you want to fix a problem, be the savior. If you want to build a legacy, set standards. Your legacy is based on the standards you set that others hold when you die. Because if you’re the savior, as soon as you’re gone, it’s over.
Performance Shift
You can’t expect high performance results from low performance standards. I was expecting high performance from my team without really setting a bar or setting my own bar. I was living a low bar on my own.
Back in 2021-2022, I was 50-ish pounds overweight, a functional alcoholic, drinking a couple bottles of whiskey a week, Netflix binging at night, hungover every day, trying to make it through the day, wondering why I wasn’t growing and building my team. I had clients following me. I had kids following me. I had team members following me. And I was expecting prolific performance from all of these people. But I was – not to put too fine a point on it – not living up to my own standards.
Legacy
Trust isn’t taught. It’s transferred. When I trusted myself enough to raise my standards for myself, my team then learned to trust me. Only when I could get to this point was I able to build the team, and the team would build the business.
Culture = Standards + Trust
Culture is a combination of standards and trust. When you have standards and when you have trust, it equals culture. But here’s the problem: Most leaders build backwards.
If you’re like most founders, you start with shortcuts, not standards. Every time we want to grow, every time we want to build, every time we want to create, we start with the easy route, and we try to go at scale with the shortcut. Isn’t that funny?
For example, clients come to our marketing company wanting to grow their business. They want to market and sell. They want to increase revenue. They come in with massive goals – 10x revenue. But what they want to do is throw money at ads, rebuild their website, and make a ton of content.
Nothing wrong with ads, website, and content. But those are at-scale ways to grow a following, to grow a business, to build a brand. They are not aligned with you doing anything. You’re just outsourcing a bunch of work. That’s a shortcut to growth. Growth starts inside.
Most leaders build backwards. They start with the outside, all the external things. Real growth starts inside and works its way out.
Practical Shifts
Here’s how you can take this topic and work it out in your real life:
1. Sniff Out Your Shortcuts
What shortcuts are you trying to take in order to accomplish something? List the behaviors, shortcuts, or compromises you’ve been accepting. That’s really hard to think about, so if you have to ask someone, ask someone. Your spouse knows. Your kids know. Your team knows.
For me, instead of dealing with my feelings and my fears back in 2021-2022, I drank. That’s a shortcut because it cuts short my feelings, and I couldn’t even see clearly.
2. Raise Your Standards
Raise your standards before expecting things from other people that you are not doing yourself. Model it. Your family, your team, your friends – they watch what you do, not what you say.
If you want sales to be done a certain way from your sales team, model it. Sit in the chair and do it.
3. Conquer Before You Coach
Don’t just model it and send it. Show them the proof of the results, the outcomes. Master your disciplines, habits, and standards before trying to instill them in others. Leadership flows from personal mastery.
I didn’t start talking about leadership the moment I realized I needed to grow as a leader. I made a big shift a few years ago and spent a few years working this out. I wanted to make sure I could exercise consistently before talking about health. I didn’t talk about that when I was 50 pounds overweight, when I hadn’t run a half marathon, when I wasn’t going to the gym, when I was eating donuts. That was something that I mastered – my health – and I can talk about that now.
A Unified Team Is The Only Way
Relationships determine results. If you’re a founder, if you’re a leader, you started this thing because you wanted to build something beyond yourself. You wanted to build something that was bigger than you. You wanted freedom of some sort.
Your legacy isn’t the company you build or the money you make. Those are material tools, resources on the way to building a legacy. Legacy is the culture that survives without you. Your standards are your legacy, not your standard of living. When you’re gone, all that remains is the standards you set for others because of the standards you set for yourself.
This Week’s Challenge
Take one standard you’ve been tolerating. Raise it for yourself this week and watch culture follow. Watch culture in your home follow. Watch culture at work follow.
Don’t say anything. Here’s the challenge: Don’t tell anybody what you want. Do this as a test. Don’t say “I want you to do this.” Just be it. Do it yourself.
It’s not gonna happen instantly. But what you embody will permeate.
That’s the talk. That’s what I got. Thank you for joining. Every Thursday, 1 PM Mountain Time. Hope to have you join and watch in the future. Have a great rest of your day.
Most founders think they have a business systemization problem. They’re wrong. They have a business belief problem.
In this live session, I break down the brutal truth about why your business isn’t scaling – and it’s why it’s not what you think.
What You’ll Learn
Why “competence is a cage” and being good at everything keeps you stuck
The exact moment I told my project manager to take over 90% of operations (and revenue exploded)
My 5-area alignment framework that took me from $300K to 7 figures
Why belief comes before ability in delegation
The “management by absence” strategy that transformed my business
My Story
In 2022, I was 50 pounds overweight, working 80-hour weeks, and stuck at $300K revenue. Three years later: 7-figure business, working 30% less, with 95% of delivery handled by my team.
The 5 Areas Every Founder Must Align Before Scaling
Vision (Do you know where you’re going?)
Health (Do you have energy to lead?)
Leadership (Are you a leader or an overpaid firefighter?)
Systems (Is your business a machine or are you chasing trends?)
Standards (Is your team a community or a headache?)
Key Timestamps
00:00 – Why businesses plateau
15:30 – The moment I stepped out of operations
29:30 – Competence is a cage
42:00 – Why the business needs to breathe
48:00 – Companies don’t plateau, people do
Key Problems Addressed
Is your business running like a machine or are you chasing trends to survive?
How do you break through when you feel like your business has hit a ceiling?
What do you do when you need alignment and execution but can’t find it through Google searches?
How do you get focused when you’re stuck in a reactive loop at 3 AM?
What are the 5 areas founders need to align before they can accelerate?
How do you know if you have systems or if you are the system?
What should you do when stepping out of day-to-day operations feels too risky?
Where would your business collapse if you stepped away for 2 weeks?
Why does being good at everything keep you stuck?
How do you overcome the belief that you do everything best?
What goals should you set to force yourself to rebuild and delegate?
How do you stop making small decisions that drain energy from big ones?
What should you focus on based on your revenue target?
How do you delegate without just handing off what you’ve been doing?
When should you intentionally drop the ball to let others step up?
How do you implement “management by absence” effectively?
Why do companies plateau and how do you break through?
What’s the real bottleneck when you think it’s your systems?
What should you fire yourself from to free your business to scale?
What’s keeping you stuck right now and how do you move forward?
Summary
Quick recap
Simon hosted a live session on LinkedIn and TikTok discussing systemization for founders, sharing his personal journey from business struggles in 2022 to significant success by 2025 through implementing structured frameworks and seeking coaching support. He emphasized the importance of alignment across five key areas – vision, health, leadership, systems, and standards – while highlighting how delegation and letting go of micromanagement can actually improve business performance. Simon encouraged founders to overcome self-imposed limitations and personal bottlenecks, offering various support options to help achieve business growth and transformation.
Summary
Systemizing Business for Sustainable Growth
Simon hosted a live session on LinkedIn and TikTok, focusing on the topic of systemization for founders. He emphasized the importance of distinguishing between running a business like a machine and simply chasing trends to survive. Simon encouraged participants to reflect on whether their businesses are well-structured or if they are being driven by external influences. He also mentioned introducing a friend, Chris, who is a coach, and planned to continue the discussion further.
Simon’s Business and Personal Transformation
Simon shared his personal journey from being a frustrated founder in 2022, struggling with business challenges and personal health issues, to achieving significant success by 2025. He transformed his business from $300,000 in revenue with flat growth to 7 figures in annual revenue, while also improving his personal well-being. Simon emphasized the importance of elevating one’s vision and creating systems rather than just reacting to trends, and he introduced his “13-1 framework” of 10-year vision, 3-year mission, and one-year goals.
Business Growth Through Mentorship
Simon shared his personal journey of overcoming challenges in business growth by seeking guidance from various coaches over the past three years, emphasizing the importance of alignment and execution in achieving significant business milestones. He highlighted the value of mentorship and coaching in transforming both personal and business success, noting that successful entrepreneurs often work with multiple coaches to address different aspects of their ventures. Simon encouraged attendees to engage with him on platforms like TikTok and LinkedIn for further support and to address their questions live.
Founders’ Path to Clarity and Control
Simon shared his personal journey from a chaotic, exhausting lifestyle as an entrepreneur to one of clarity and control, highlighting the importance of systems and focus. He emphasized the dangers of constant distraction and the need for founders to align on five key areas to accelerate growth. Simon introduced the concept of “being the system” rather than being driven by trends, and he promised to share more about these areas in future calls.
Key Areas for Business Alignment
Simon discussed the importance of alignment in business growth and scaling. He outlined five key areas: vision, health, leadership, systems, and standards. Simon emphasized that these areas are essential for achieving clarity, energy, confidence, resilience, and results. He explained that systems are often overlooked by founders, who may have processes but lack true systems that can run the business effectively when they are not present.
Delegating for Business Growth
Simon shared his personal experience of realizing that his hands-on involvement in operations was actually harming his business, leading to a decision to delegate 90% of day-to-day operations to his project manager. He explained how this shift not only relieved him of the burden of micromanagement but also improved business performance, as his team was able to operate more effectively without his constant oversight. Simon concluded by challenging the audience to identify areas where their business might collapse if they stepped back, suggesting that their fears about client service quality were often unfounded, as his own clients actually received better attention and service after his delegation.
Breaking the Cage of Competence
Simon discussed the concept that competence can be a cage, explaining how being good at everything can limit growth and prevent progress. He emphasized that belief comes before ability, suggesting founders often struggle with delegation not due to skill but due to lack of belief in themselves. Simon encouraged founders to set ambitious goals that force them to rebuild, reinvent, and realign their businesses, highlighting the importance of shifting beliefs and casting a bigger vision to enable delegation and system building.
Delegating for Business Growth
Simon shared insights on the importance of letting go and delegating tasks to allow for growth and development within a business. He emphasized that founders often hold onto tasks out of fear of failure or a belief that only they can do it perfectly, but this can hinder progress. Simon highlighted the concept of “management by absence” and the benefits of stepping back to allow the business to breathe and innovate. He encouraged founders to identify tasks they are hesitant to delegate and consider the potential benefits of letting go, even if it feels counterintuitive.
Quality Over Quantity in Opportunities
Simon discussed a baseball analogy about focusing on quality over quantity, emphasizing the importance of selecting the right opportunities to succeed. He mentioned finding a typo and having to leave for a while due to a visit from an AC technician. Simon returned to continue the discussion but acknowledged some technical difficulties during the live session, including dropping his camera.
Business Growth and Founder Development
Simon discussed the concept that businesses don’t plateau but rather reflect the growth or stagnation of their founders. He emphasized that personal growth and reinvention are crucial for companies to evolve, citing Yvon Chouinard’s belief that change and stress are necessary for growth. Simon highlighted that internal issues, rather than external factors, often hinder a company’s progress, and he encouraged business owners to reflect on whether their personal development is limiting their company’s potential. He concluded by asserting that the real bottleneck in business growth is often the founder’s beliefs, not the systems in place.
Overcoming Self-Limitations for Business Success
Simon shared his personal journey of overcoming self-imposed limitations and encouraged founders to identify and remove bottlenecks in their businesses. He emphasized the importance of personal growth and transformation for business success, offering three ways to help: a free alignment check, a 12-week intensive, and a 12-month program. Simon stressed that alignment builds legacy, contrasting with drift which destroys dreams, and invited viewers to engage with him for further support.
Full Transcript
Alright getting ready to go live on LinkedIn. It’s about time. Let’s see. Here we go, hey! Somebody joined. Say hi in the comments if you are here.
Okay, we are going. It is a great day. We are live on TikTok. We’re live on LinkedIn. This is my first time doing both. So this is going to be fun, but I hope to make this valuable for you and to share as much as I know.
Hey, Kimberly, thanks for joining. We’re live on LinkedIn and TikTok here today. We’re gonna be talking about a really good topic for founders called systemization. The name of this is: Are you the system or do you have one? It’s a really good question to ask, because often as business owners, we can just be the system and think that’s working until it’s really, really not. So I’m going to share my presentation on LinkedIn.
This is focus hour. This is for the top 1% of 7 and 8 figure founders who refuse to drift and want to scale their business.
Like I said, today’s topic is: are you the system or do you have one? So basically, the question I want to ask to start is, if you’re a founder, hey, just put in the comments here. Say I’m here. Let me know your name. Let me know what your business is, would love to hear, and if we can, if anybody can support one another, or if I can just know I’d love to hear what’s going on so I can support you.
So is your business running like a machine or are you just chasing trends just to survive?
That’s a really interesting question, because on one hand, you have machine business running like a machine, on the other side, you have chasing trends to survive. What business owners can often do, founders can often do is because they’re desperate, because they’re trying to grow, because they don’t have clarity and direction or focus, they’re chasing just trends. Whatever comes across their desk or their email inbox or their Instagram feed basically can take over. Now this is my focus. Now this is what I’m doing, and it’s just a really dangerous trap to get in, because you can end up just chasing trends trying to figure out, solve problems with other people’s prescriptions, and not really figuring out your own enough to solve them.
My friend Chris, he’s a coach, he says the real solutions to problems happen when you sit in it long enough for it to get clear.
If you feel like your business is in a spot where you’re chasing trends to survive, it’s okay, because I’ve been there. I’ve lived every moment of that pain. I’ve done that over and over in many, many different ways, and I am here because I want to help you grow through it instead of run from it.
I have basically a story to share. My family’s been sick. I don’t know about you guys out there. We’ve been sick. We got just totally slapped over the weekend. So if I cough, I really apologize. But I’m still recovering on my end.
In 2022, I was the epitome of what I would call a frustrated founder. I had started a couple businesses, I had exited one. I had played a lot of different roles, and was in a spot in the business. This was about 2022 where I was 50 pounds overweight, doing anything for anyone. I was a functional alcoholic, just wandering, and I was struggling with constant sinus infections every day, and trying to figure out what’s going on, and my business was about $300,000 in revenue at the time. It had flatlined. It hit this point where it was just not really growing. I couldn’t figure out what to do.
This whole topic today is so relevant to this story, because if you’re anything like that, the question “are you a system, or do you have one?” is I’m going to teach you how to not be the system and to create a system in your business.
It was a tough time in my life. It was a tough, challenging season. I thought my business was stuck and constrained—that it had hit a ceiling. What I learned in this process is it was really that I had hit a ceiling, that I was constrained, and that I was stuck, and that I could grow through it. When you’re in that spot it’s hard to know that, but it’s true.
Fast forward to 2025, 3 years later. Here we are today. Thank you, I see CMT Promos, Alt 79, Ryan, Millie, thank you so much for joining. It’s good to see you guys, Sam Ray, thank you for joining on this. Just say hi in the comments, and share the name of your business, or what you do would love to just hear to support, to connect, so share more about yourself, and if you have questions I’ll field them too throughout this live so keep it going. It’s great to have you here.
Fast forward to 2025. Here I am, right here. My, the 50 pounds is gone. Lost that weight. That was hard work, by the way. I’m in a spot in my business where I am a visionary CEO, I am leading. I am doing what I’m best at, and I’m operating on a clear 10 year vision and one year goals. I call this the 13-1 framework. It’s your 10 year vision, 3 year mission, one year goals.
Instead of chasing trends and pain relief, I’m operating on a bigger vision, and I think this is a really big point that we’re gonna unpack over time: when you’re stuck, the best thing you can do is actually elevate. Elevate the floor that you’re on, and is to think bigger and to dream bigger and start actually at the end and reverse engineer. Your life is such a great way to do that.
But I’ve got visible results in my mind and my body. I look like a different person than I had 3 years ago. Now my business is at 7 figures in annual revenue, and I’m working 30% less than I worked back then. 90, 95% of delivery, fulfillment on the business is done not by me. It’s a completely different place to be in the business. So I’m going to share how you can do that today, and how I did that.
But I tried this on my own for years. Before I get into the details I just have to make a disclaimer, so that you know this isn’t a self-made story. This isn’t a get rich quick, anything. This is my real lived-in story, my real lived-in life, and the challenges I went through, and the lessons that I learned that were school of hard knocks that were hard earned.
What I learned, though, is that I could Google growth hacks. But what I really needed when I was at this point, 50 pounds overweight, struggling, frustrated revenue was capped, I wasn’t growing at the level I wanted to, I said I wanted to scale, I said I wanted to grow, but I couldn’t quite breakthrough was I needed alignment and execution, and that wasn’t something that Google could give me. That was something that only a relationship, a coach, mentors could give me.
So I invested over the last 3 years heavily. I don’t know how much, easily 6 figures in coaches to help me grow, and they gave me roadmaps. I really needed to get clear and focused enough to transform myself to transform my business. There’s not another way around that. Everybody who I meet who’s actually successful 7, 8, figure, 9 figure founders, they have had probably a couple dozen coaches over the last handful of years, 10 years of their business, and to be honest, most of them have multiple coaches they’re working with that are supporting them at any given time on different aspects of their business or their life.
Don’t skip over that thinking that’s just a thing that you do when you get to a certain level. It’s not. It’s actually how you get to a certain level, whatever that level is you’re wanting to hit, whether that’s starting your first business, whether that’s hitting, getting past 300,000 a year, whether that’s getting past a million a year, 10 million a year, climbing to 100 million, no matter what. You can’t do that alone. You can’t do that alone.
So Chris Ronzio at Trainual, a coach of mine, he’s really taught me focus clarity. He’s taught me really high-level thinking, and I’m really appreciative of him.
Matt Verlaque, he runs a company called Precision. He’s really helped me with operations, with data, with tracking and metrics in my business. It’s been vital, and without that clarity, without the help, I wouldn’t be in the place I am today.
Scott Chisholm, he’s, I’m gonna see him in a couple weeks, he built and sold Classy to GoFundMe, and he’s a coach of mine. He’s really taught me about operational leadership, management, a lot of the stuff that I talk about on here. Just want to say he’s taught me a ton about those things.
Dale Partridge at Startup Camp, he actually built and sold Startup Camp. He taught me how to leap and dream. He taught me that nothing was too crazy to go after, and I’m just really thankful for that guy.
James Warwick, he was my first ever coach that I bartered to get his help. He really helped me start to become self-aware of my own leadership identity, who I was and how I was holding back my business, my family, myself with my fears and my beliefs, and which is why one reason why I am so passionate about founder psychology, belief, vision identity today is because of a lot of what James invested in me early on. So James, if you’re watching this, thank you.
I also want to say Linda, Pete, Sonia, Sonja, thank you so much for joining here on TikTok. It’s great to see you. Please comment. Say hi! Introduce your business, or what you’re up to, or how I can help you. If you have any questions, I will answer them right here live so thank you so much for being a part of this call.
LinkedIn, same thing. If you guys, if you’re on here and you have any questions, please feel free to introduce yourself, and I will answer any questions that come through.
Okay, let’s keep going. If you’re at this point, and you’re frustrated, and you know we all have this moment, you’re staring at the ceiling, it’s 3 AM, you’re stuck in a loop, stressed and distant, and you feel like if I quit everything’s gonna fall apart, and you also feel like if I keep going, I’ll fall apart, right?
But what I want to do is I want to help you get focused. I want to help us focus in here. Because right now, this freedom vehicle that you started to create the life you want, to help you make the money you want, to give you the freedom you want, it starts to feel like a prison. I know this, it’s felt that way to me, and every decision, crisis and dollar is on you to produce, to create, to drive. That’s exhausting. What it does is it just puts you in this reactive position where you’re constantly pushing harder, constantly driving yourself into the ground essentially. You’re just hoping things will start to finally click.
They really kind of tend to do that. Which is why a lot of people say just don’t quit, right? The fastest way to failure is by giving up by quitting, and so if you can stay in it longer than anyone else, your likelihood of winning is very high. But the point is if you can stay in it, because if you’re constantly pushing yourself harder, if you’re constantly driving yourself into the ground, you’re constantly trying to get more output with the same amount of input, you’re just gonna burn yourself out.
What I want to say here is when focus is scattered, every distraction looks like an opportunity, and I get that, and that’s my life, because I lived that. This is really back to the topic of the day: is your business running like a machine, or are you chasing trends just to survive? Every distraction looks like an opportunity. Those trends all look like opportunities. But the truth is, they’re distractions. They’re taking focus away from your business and your life and holding you back from growth.
So how do we get that focus? How do we know what we should work on? How do we know what that looks like? Let’s dig in even further. I wanted to share that today, I’m gonna share a lot about my story, and how I got here.
Ali, Alexandra, Georgie, thank you so much for joining this call. It’s great to see you on here. If you have questions, comment them, and I will answer them.
Tony, I see you just joined. Thank you so much.
Today I am not the same man as I was in 2022. I’m leading with clarity. My marriage runs on midday syncs with my wife and my team, not midnight late night arguments. My kids are getting one-on-one daddy dates each week, not just my evening leftovers. I get to take them to school every day, pick them up. It’s amazing. I’m in a position to where I am regularly advising 7 and 8 figure founders without spending 80 hours a week trying to just get the business up and continuing running because of systems, because of the systems we built.
It’s amazing, because we were watching this show the other day. The family, what was it called? It’s a Gordon Ramsay show. I don’t know if any of you like Gordon Ramsay or cooking shows. If you do, just give a thumbs up because they’re super fun. We’ve watched a lot of them, MasterChef Kids, MasterChef. But the one we watched was, I think it was called Secret Agent, or something like that where Gordon Ramsay goes into a restaurant that’s struggling, and somebody there is asking for help.
He goes in and he remakes it, transforms the restaurant. One of these restaurants he transformed, the owner kind of came in sleepy eyed the next morning, and he’s like, what? Why aren’t you like, what’s your problem? She’s like I was up till 4 AM. I had to go buy food at the grocery store, and then I had to do all the paperwork, and then, after cleaning the kitchen, I mean, it was like, oh my goodness! You’re exhausted.
So the goal here is, how do we become leaders? How do you become a founder who leads from clarity, from focus, from control? I just want to share it’s been a hard, long journey, but I’m in a place now where I want to share what I have learned, because I have come a long ways to a place where I have become a leader who can grow with vision, focus and control. I was just reflecting earlier today, it’s really hard to go back from that when you’ve experienced that, when you’ve had that, when you’ve created that. Going back to reactivity, distraction and chaos doesn’t sound good at all. It’s kind of like I don’t want to go back to 200 pound Simon anymore. 140 pound, 150 pound Simon is a much better Simon than the other guy.
Once you can see that it’s hard to unsee it, let’s keep going.
We’ve got, I’m gonna, over these calls we’re about to dive into, by the way, we’re just about to dive into the meat of today’s topic. A lot of this is setup and sharing info, and I’m continually improving this every week. So if you have any recommendations for how this can be better, let me know.
But I want to share the 5 areas of alignment for founders. Today we are on Number 4 of 5. I’m going through them week by week. We’re revisiting them with different angles and different specific questions on each. So we’re not rehashing the content every time. But about every 5 weeks we’re going to be recovering one of these areas or these arenas.
So there’s 5 domains every founder needs to align on, align with before they can fully accelerate and scale.
Let’s talk about alignment, because alignment can just sound like a woo woo like yoga thing, and I’m not necessarily saying I don’t like yoga, or I don’t agree with fasting. I’m not talking about those things here. What I am talking about is alignment, and alignment is not therapy. That’s not what I’m talking about here. I’m talking about aligning your vision with your values. What you care about and where you’re going in life should match.
Before you can accelerate, before you can scale, before you can grow a business, those things have to be aligned, or it’s gonna burn you out. It’s gonna burn others out, and it’s gonna be a painful process. So that’s what we’re talking about here.
The 5 areas:
One is vision. It always starts with vision. It’s the most important thing to kick off. The question is, do you know where you’re going or are you just hoping next month won’t be worse? If you have vision, you have clarity.
Two is health. Do you have the rhythms and the habits that help you grow? Does that, do you have that in your life, or are you running on fumes and burning out? When you have health, you have energy. As a leader, as a founder, you can’t replace that. Until you are healthy, and have energy, you’re spending all of your time trying to get that if that makes any sense.
The third thing is leadership, leadership identity. Are you the leader your business needs, or are you actually an overpaid firefighter? This is really getting into today’s topic. But the point is when you have leadership clarity on your role, where you’re going, you have confidence, and you can show up every day and lead and guide your people and your team and your company.
Four is systems. That’s what we’re really talking about today. Is your business running like a machine or not at all? Or are you just chasing new trends to survive? When you have systems, you have resilience, you have freedom. That’s what we’re gonna be talking about the rest of this call.
Number 5 is standards. Is your team a community you want to be a part of? Or are they just a headache that you want to get rid of? When you have standards, you have results. You have performance. You have teamwork.
Really, if you want to be a leader, if you want to be a founder, if you want to be aligned and growing and scaling, you’re gonna need clarity, energy, confidence, resilience and results. The way to get those things, those are output metrics. Those are lagging indicators of something else. How do you get those? Through vision. Through personal health, business health, through leadership systems and standards. Those are the inputs to the machine.
If you want scale, hear me on this. We all want to grow, scale, make more money. We all want more clients. Everybody says that. Everybody says, sure, yeah, yeah, I want that. Well, you have to be clear and be energetic, and you have to have confidence and resilient against hard things. And driving results, not just activity. Oh, yeah, I want that too. Okay, cool. Well, in order to do that, you gotta know your vision. Oh, I don’t know. I don’t wanna just dream. Dreaming’s just a dream. Well, it’s not.
So that’s gonna be tough. If you can’t get there to health, are you prioritizing your health?
Actually, so I’m gonna stop now because I already said them. But the point is, these are the keys. These are the building blocks to growing and scaling.
Okay, I’m going to continue on. Let’s talk about systems a little bit here. Most founders I meet have SOPs. They have documents. They have processes. But they don’t have systems. They don’t have systems. They are the system. Without them, when they’re gone, when they’re away, when they’re disconnected, everything breaks.
It’s not really good for a business. It’s really not good for a leader for a human, and I want to share my story a little bit here with systems and delegation. I’m sharing on LinkedIn. The TikTok people won’t really know this, but I’ve got a presentation and a picture.
This is the exact call where I told my project manager something that changed my life forever, and it changed our business forever. This is one of those moments that after you can’t unsee this, undo this. Because I will now forever walk into every business, saying the same thing.
We were having this, crossing 1 million dollars revenue was up. Team was bigger. But progress was slowing. We were starting to see some writing on the wall for some things that weren’t working very well.
I thought that initially the problem was execution. So I got more involved in ops. I buckled down on management. I buckled down like more one on ones, more conversations, more processes. Things actually just got worse, which is the wild thing. That was just truly my experience.
Things got worse, because, well, for a number of reasons. I thought I was fixing the business… bringing something to the business—but the truth was, I wasn’t fixing it. I was choking it. That was a really hard truth to swallow. I had both of my hands around the business’s neck, and I was squeezing. I was sucking the life and the air and the energy out of everyone and everything.
In this call I had a realization earlier that week, and I got on this call with my project manager, and I told him something that I had been telling people for years, but never actually did. I told multiple project managers this, I told multiple team members this.
What I told them was: This is the moment. Right now I am stepping out of the day today. I am 90% focused on business growth, customer acquisition, customer retention. I am focused on bringing fuel up this truck, keeping it running. Everything else is on you. That’s what I told him. I said, hey, man, all the delivery is now your shoes to fill. I know there’s a big gap. We might drop some balls, but literally this is on you.
The cool thing was he was like, alright, I’m ready. I’ve been waiting for you. I’m waiting for you to let it go and give it to me, and he took it, and he ran with it. The crazy part is for me it felt safer to stay in it then let it go, and I realized that my choking, my over-functioning in the business was actually fear. It was actually scarcity. It was actually control, but not in a good way. So when I actually let things go, and I let others step in, my business actually changed in a really good way.
So my question for you today, if you’re watching is: Where do you feel like if you stepped out for 2 weeks, or you told your project manager or your COO, and you said I am 90% out of this day to day. I am 90% out of it. I am working on the business. What would collapse?
Where would the business collapse? Where? It doesn’t necessarily have to be where it would. It’s where you feel like it would. Where do you fear that collapse would happen? That’s what you need to start with.
My fear was that clients wouldn’t get what they wanted. Clients wouldn’t get me, clients wouldn’t get that personal touch that I wanted client. The truth is, they get more attention now than they got when I was running it because I was too busy. They get more attention. They get better quality work now, because I’m not spread thin. I’ve got team members dedicated to working on it, and I’m not standing in the way or slowing it down.
Alright! Second thing. Or actually, this is the first thing that was enough about my story. First thing is that the first truth I want to share is competence is a cage. So what I’m going to do now let me just zoom out really quick, because I see that I’m kind of following this journey, and I’ve got a presentation. If you’re on TikTok and you’re following, you may not know what I’m talking about. Let me just recenter. So you see I’m now sharing 5 keys to systemizing your business. Or 5 truths, I would say.
This truth that I’m gonna share now is that competence is a cage. Being good at everything is why you’re stuck. I just published a post on LinkedIn about this and have talked about it for some time. Being good at everything is why you’re stuck, and what got you here won’t get you there. Competence feels safe. But it keeps you small.
I got distracted here, trying technical stuff. Thanks for hanging on. This is a problem with these lives is there are technical issues that I have to deal with. It’s really distracting to try to talk and have to deal with the tech. So maybe I need to get someone to help me with the tech. That’s what’s really needing to happen here. Because if I’m gonna be present here, the tech keeps distracting me. I realized it wasn’t recording, anyway.
I shared this example on LinkedIn, but I’ve told these stories before, but it always happens in every workshop I’ve ever been to. This can be workshops that people pay me to help them with. We do growth workshops, transformation workshops, strategic planning workshops. We’ve done those in the past, or even coaching workshops that I go to with other business owners where I am being coached.
There’s always people in the room that are checking their phone, taking calls. One time this guy was approving a $100 invoice that a vendor had sent them. We were literally in a session planning a 100 million dollar vision. It’s the most wild thing, because literally we’re dreaming of what do you have to do in order to get to a hundred million dollars? I can guarantee you approving a hundred dollar invoice is the distraction from getting there, right? That just shows you how far this gap is, and how challenging it is for a lot of founders, and this is so real, and that guy wasn’t stupid. Nobody who’s doing this is stupid. Foolish, yeah. But you gotta learn. You gotta see this.
So the key here, the truth is that competence is a cage. So my question is, where are you still choosing to be the hero, like I’m paying the invoices, when in reality it’s actually just keeping your company stuck?
Something to consider. The next truth is, belief comes before ability. Belief comes before ability. Belief comes before ability. I’m going to keep saying that because it’s so important.
You don’t have a delegation problem. If you’re struggling with systems, I’m just going to say it. And the systems people out there, the operations people out there, the process people out there can get mad at me. That’s fine. You don’t suck at delegation, you suck at believing in yourself.
I know that’s confrontational. One of my traits is challenge, and that’s what I bring to the table is challenge. So it’s great if you don’t like it. You don’t have to stay.
But if you believe I do it best, then you’ll never let go. You’ll never let go if you believe this is what I’m supposed to do as a founder. Then you’ll never do anything differently.
So the truth is, if belief comes before ability, gotta require yourself to set goals that are so impossible that it forces you to rebuild, reinvent and realign and honestly re-believe. As a founder, if you’re struggling with systems and delegation, I would say you need to think a little bigger. Need to grow in your belief of what’s possible. In order to do that we got to cast a bigger vision, so that you have to change how you think. That would be where I’d want to work on that.
Before you can actually delegate, before you can actually build those systems, before you can actually not be the only system in your business anymore, a belief shift has to come first, and behavior change follows. The question for you to reflect is, right or wrong, what do you believe about yourself that keeps you everywhere, doing everything?
What do you believe about yourself that keeps you everywhere doing everything?
Good time to be honest, to actually think about that. Is it because you’re the hustler, the provider? I’ve heard all kinds of things. A founder told me one time he said, it’s because I’m just responsible. Leaving that gap, dropping that ball, feels irresponsible.
I get that. I remember telling one of my coaches one time. He’s like, why will you not do this? I said because it feels foolish. It feels foolish. I think he was asking me to invest in something in the business, and I said, it feels foolish like I’m spending too much money. It probably wasn’t very much money. I don’t remember. This was 10 years ago. I remember him distinctly, saying, here’s what I want you to do. I want you to go buy something. He told me to go buy a piece of memorabilia, and he said, find the most expensive one you can buy like, make it a thousand dollars. I need you to waste your money on that.
You need to put it on your shelf. Why don’t you buy a shelf, too? By the way, have someone put it up. Spend another $500 on that. Put this thing on the shelf to remind you that foolishness, your fear of being foolish was holding you back from taking action, and that really stuck with me because some of those beliefs can be right in the sense that they’re noble. But they keep you stuck.
Lots to think about.
The other truth here is that every task is a trade. I already told this story. I guess I’m repeating it. It’s just the $100 invoice distraction versus a hundred million dollars direction. That’s a trade. You’re making a trade every time you do that, and that is one story of founders doing that. But the question is, what are you? People say it other ways. I think it’s I’ve heard it said another way, which is are you creating? I don’t know. Don’t just do activity, but create assets. Something like that.
The question is like, are you doing something that just solves a moment or reacts? Or is it making a dent, leverage into the future? Every task is a trade. Small decisions drain energy for the big ones only you can make.
Let’s keep going. The question is, what’s your number? What’s your number that you’re going for? Is it $1M? $100,000? $100M? $1B?
I know people at every spectrum in there—some people that right now are saying, if I could make a hundred thousand a year in my business, I’d be super happy. I also know people that are saying I’m making my 1 billion dollar plan. I’m serious. The question is, what’s the last decision you made that distracted you from that plan?
Because you gotta be making decisions that are close to that plan.
All right. Next. This is one of my favorites. The business needs to breathe. The business needs to breathe.
Delegation isn’t only handing off what you’ve been doing. That’s how we think. We think delegation is just handing off the things that we’re doing. We drive by delegate, we death grip delegate, right? Which are both not great. But we think of it as just handing off what you’ve been doing.
I want to present kind of a unique perspective on that. Delegation sometimes can be dropping the ball or intentional incompetence that lets someone else step up, step in and build in your place.
I’m a parent. If I don’t let my children experience the consequences of not doing their chores, if I constantly clean up after them, if I constantly do the last bit of dishes, if I constantly switch over the laundry for my daughter, if I constantly pick up underwear after showers, you know what I mean? It’s never going to be done. So part of delegating is letting the failure happen, letting the feelings sink in so that it’s clear what is needed, and sometimes taking something away, feeling the pain of that missing, experiencing a subscription relapse or a bank account balance go below 0 are the things that are needed to realize what’s important.
For real. This is a massive point, because a lot of times it’s so easy to just keep up. I heard somebody talking about the other day, and it was really inspiring to me is they were saying, imagine that you needed a substitute founder for a week, because you got sick. So what you did is you wrote a list for that substitute founder of all the things they need to do that you do that they need to keep up with.
Imagine that founder came in. That substitute founder came in for you, and they didn’t do anything on the list. But when you got back, revenue had increased. Team morale had increased. Client satisfaction had increased. Invoices were getting paid faster. You’re like what the heck it’s been a week. He’s like, yeah, I didn’t do any of the things that you said to do, because they’re dumb. They’re a waste of time. But I did the things that I knew needed to be done. Wow! The results were incredible.
Imagine on the flip side, if that founder came in and did everything exactly as you asked them to do. Nothing changed, or it got worse. You’d be like, what did you do? He was like, I just did what you said. You’re like, what’s wrong with you? The question is, what’s wrong with you? Right. I mean, that’s the hard truth that we don’t want to admit. The “what’s wrong with you,” because a lot of the things that we do that we hold on to that we keep up with that we try to maintain don’t even need to be done in the first place. They’re not taking us where we wanted.
I think Elon Musk said it best. He said. You probably many of you have probably heard this, he said. One of the worst traits of an amazing engineer is they optimize parts of a system that don’t even need to exist in the first place. We do that.
What happened which was crazy with me is when I told my project manager. Hey, I’m stepping out. I’m focusing on the business. Well, the business started growing. We started actually having a revenue engine that we didn’t have before. Within 60 days of stepping out, maybe 45. The ops ran stronger without me. That was just incredible to watch.
The last point on this slide is that management by absence – MBA. This is Yvonne Chouinard. He’s the founder of Patagonia. This is his term in his book. Let my people go surfing, great book. By the way, recommend it. I love a lot of the philosophies in there and have used and drawn a lot of that for my life and my business.
But he said that businesses need to go for prolonged periods without their founder. So the founder can go get inspired. Come back and bring a new life into the business. He would go rock climbing. Which is why I have this picture on my slide deck here, for LinkedIn. Go rock climbing, have new ideas, come back, bring them in, shake things up, and the business would grow, and it kept growing over decades to where it is today, which is a massive company.
But the business needs to breathe. So, as a founder, one of the best things you can do for yourself, one of the best things you can do for your business is to give it space to let it breathe, to take days off, to take time away. Because dropping the ball intentionally, not answering questions because you’re not available or not there is really helpful for people. It’s really helpful for the company. It’s very counterintuitive. Not gonna lie. It hurts. It’s painful. It seems foolish, it seems unfamiliar. But to be honest, it’s helpful and you can’t. I mean, you don’t want to throw a grenade, but it’s something to think about.
Honestly, as I’m talking here, I’m thinking about myself, and I’m like I need to take some of this medicine for me again, too. This isn’t just for you.
Next question is, what’s 1 ball you’re afraid to drop just because you don’t trust someone else to pick it up?
Donald Miller. Inspiration to me. Author. He told this story one time that your job as a founder isn’t to hit all the balls. It’s like you’re in baseball, and there’s a pitcher throwing balls at you, and maybe you have a pitching machine. It’s just throwing balls, and you’re hitting there. If you try to hit every ball, you’re never gonna hit a great quality ball. You’re never gonna hit a home run, but if you let 3 balls go and you know I’m going to hit this next one out of the park, crush it. You might have the home run record. The point is hit the right balls. Not just all the balls.
Okay, what do we got. I think this is the last point. I think I have to go. My A/C guy is here. I’m gonna have to pick this up a later time. Thank you.
Let me check. Okay, I’m back. I’m back. Just had to let him in. But I want to keep going on this, because this is a really great one. So thanks for waiting. If you left, I just had to walk out. This has got to be the most crazy live I’ve ever done.
Okay, here we are. We’re back. I’m sure that’s happened before. But I’ve never done that literally dropped my camera. So if you’re live watching this, thank you, and boy, we’re going to have to get better at this live thing.
If you were on the TikTok I want a video of that because you just got tossed. I just punched you across the room on that camera. That’s wild. Okay, let’s dive back into this. Here we are.
Oh, my goodness, companies don’t plateau people do. This is a massive topic. I really need to lean into this because we think everything is so disassociated with us, right? We think of this business as this object, that that works or doesn’t. I just think it’s untrue. I just think it’s untrue because businesses are machines. They’re systems. Do they fail? Do they struggle? Yes, but it’s really because the people who are running them are failing and struggling, or doing things wrong.
Businesses don’t get stuck on their own. They get stuck because their founders are stuck or built them to get stuck. This is the crazy thing.
So another quote from Yvon Chouinard, he said, evolution or change does not happen without stress, and it can happen quickly. You should not see change as a threat, rather as an opportunity to grow and evolve to a higher level. A company needs to constantly stress itself in order to grow. Evolution change requires stress.
We typically don’t do that because we don’t want to. We don’t want to change because it’s stressful, it hurts. It’s painful. So we don’t. Then our companies don’t change either, and they plateau. This is how it works, but what I learned over the last 10 years of doing business for myself and clients is that business is personal. There’s this quote. Can’t remember who said it, but they said business problems are just personal problems in disguise. Oh, man, that one is powerful. It’s painful. Because it’s so true.
The truth is that personal growth forces reinvention and and forces you to push your company to the next level. You see, what can happen, though, is that companies will put more pressure on their founders to scale them then the founders are putting pressure on their companies to scale. That’s when you know, companies don’t plateau like people do so big thing just to realize. So the question is, if your company is stuck right now, are you willing to consider and admit it’s likely not the business that’s plateaued. It’s you.
Big question. I know that’s a hard one. But it’s worth asking.
Are you like, oh, I know it’s me! I know the company is stuck, ceilinged, capped because of me. If so, you’re in a great spot. I just gotta say. You’re in an excellent spot, where you’re ready to grow. So if you say, yeah, I know it’s me. I’m embarrassed, and I’m frustrated. I know it’s me, you are ready. That means let’s talk because I think you have a massive opportunity in front of you.
If, on the other hand, you’re sitting here, and you’re like this guy’s dumb. No, the business is broken. The model’s bad. Haven’t found the right platform yet. My strategy is off. You’ve got a ways to go.
I say that because I’ve worked with a lot of companies over the last 10 years in marketing. We’ve had a lot of people who have thrown a lot of money at a lot of problems and a lot of growth problems. I gotta say that the ones who grow are the ones who look internally.
They rebuild from the inside out, grow from the inside out, do the hard work to align who they are, with, how they grow. Then, they build from there.
The ones who just want to throw money at problems and not internalize them, not address them, not face them, not change like Yvon Chouinard said. I mean he knows this. This is from him. This is a billion dollar founder who said this.
Something to ask yourself. Let’s keep going.
Your bottleneck isn’t your systems. I mean it can be, it is. But really. Like, really. Your bottleneck is your belief.
Your bottleneck is your belief.
So here’s my challenge to you. I said earlier, I thrive when coaches and other people challenge me. They give me challenges almost like I have to prove them. One of the things that one of my mentors said. I made a hand. I’m full of videos about this. Wrote a lot of posts about this. High impact on my life. I remember one time asking him like, what do you see in me? He said. You’re Simon, you’re a leader, but you’re not leading. This was years ago, but he said, Simon, you’re a leader, but you’re not leading.
Talk about challenge. That was a moment where I said thank you. I will work on that, and internally, though what I really said was f*** you. I’m gonna prove that.
So if you’re like me, I’ve got a challenge for you. I want you to prove me wrong. I want that fire to well up inside of you to where you want to show the world what’s possible.
Additionally, I want you to decide. What are you going to fire yourself from? You don’t have to blow up the business or close up shop. If you need to, that’s great. I mean, if you need to do that to become, who you were meant to be. I would love to hear that story. Please tell me. But I would also love to hear the story of I fired myself from this project, from this task, from this area of the business.
It’s a powerful move for a founder to make. What I want to say is that one decision could be what frees your business to finally scale, to finally grow that thing you’ve been wanting. I want to grow. I want to scale. If someone would have told me when I was back in 2022 overweight, struggling, hitting a $300,000 a year ceiling, I shared that whole story earlier on. But if they would have said you have to fire yourself from one thing. I want you to do that. Tell me what it is. That’s the thing that’s going to free you up, to grow. But first you have to let go. Changed my perspective. So that would have been wild. I mean, consider that.
All right. What I want to share is, the future is literally yours. The downside of the fact that companies don’t plateau people do. Which means it’s your fault, which means, if you’re not growing, it’s because of you that’s disappointing. It’s frustrating. It’s discouraging. But, on the other hand, the future is yours. That means you can build. The possibilities are unlimited for you. If you can grow, if you can develop, if you can become someone, and you can bring your company with you. The truth is, it’s unlimited.
So imagine being one of those few founders who doesn’t just win, but is recognized. It’s recognized for who you are. You’ve got a life. You’ve got a legacy that lasts for decades.
The truth is, if this is something you want, kudos to you. It’ll also be the hardest, most rewarding work you’ll ever step into. It’ll change. It’s gonna change a lot in your life and your business. It’s gonna make people question who you are, and what you’re about, and they might be like. You’re not who I thought you were.
But what? My really big question, my really big challenge here is for founders who say they want to grow, but they’re not doing what it takes to grow.
Because you can’t win. You can’t be recognized. You can’t build a life and a legacy that lasts decades. If you’re not willing to grow and change. Doesn’t work.
So here’s the chance. If you haven’t asked questions. Let’s open it up for just a minute. I mean, I could stay on for a little while. But what’s keeping you stuck right now? What questions do you have any feelings or opinions about the topic?
Let me just go through and check my comments here and see if I’ve got anything. Haven’t got anything here on LinkedIn. That’s okay. Anything on TikTok. I don’t believe so. So we’re just gonna kind of finish up then. If you want to make a comment in the comments post video, I’ll go back and comment on it, and we can have a conversation. We’d be great.
I’m here. I’m a clarity coach for founders. I am a CEO and founder myself of a 7 figure business. I’m also a coach. I also coach founders to help them align and connect who they are with, how they grow. To connect their current life to their big visions and figure out what they need to do to get there. So I’ve got really 3 ways I can help.
The first one’s an alignment check. This is actually free. Just hit me up in the comments, or DM me, and let me know if you want an alignment check. It’s a document, but it’s quick clarity on your biggest business bottleneck. You can do it yourself. Take you 10 minutes. Help you see the biggest area, the biggest constraint in your company.
Two is my alignment intensive. This is a 12 week sprint to help you reset your vision, rebuild belief and resharpen your focus.
Number 3 is alignment program. This is 12 months, 12 month commitment inside what I’m calling the hardest, most rewarding room you’ll ever step into. It includes the check, the intensive, and relationship with community and me. It’s a true transformation experience. So that’s how I can help you. If you want help.
But if not, thanks for joining. You know I make this content for free. I put this out because I am hoping to help. I’m hoping there’s a founder out there that’s just like me, like I was 3 years ago. That was looking for clarity. Looking for advice, looking for focus and that found someone like me who is just putting out the raw truth, sharing what he knew and could help. You know I’m building this for you because and I know it’s valuable. But in a way, I’m building this for me, and who I was knowing. There’s a lot of people out there who are going through what I’ve been through and knowing that I can help is exciting. So it’s selfish in some ways, but hey? If you joined today. Thank you so much.
Last thing I want to leave you with is, if you don’t align, you drift. Drift destroys dreams. But alignment builds legacy.
We’ll see you next time I’m live here. Every Thursday one PM Mountain time, LinkedIn TikTok hit me up with any questions in the comments or DMs. I’m here to help. Thank you so much.
Everyone wants the win—the big break, the launch that works, the round that closes.
But learning how to bounce back from failure as a founder is what separates those who succeed long-term from those who never recover. The most resilient founders aren’t the ones who never fall. They’re the ones who know how to get back up. Again and again.
Over the last 15 years, I’ve watched dozens of high-performing founders walk through fire. I’ve seen leaders lose it all, pivot wildly, go broke, burn out, and resurrect something new. I’ve lived it too. This isn’t a story about theory. It’s about the reality of building something that lasts.
Here are the 10 truths I see in resilient founders who rally through failure:
“Life doesn’t play by our rules. Mastery equips you for the ride, but it doesn’t ensure the win.”
You do everything right. You study the craft. You build the business. You prep for the launch. And then, life sucker punches you anyway.
Years ago, I worked with a founder in Bend who had it all: bestselling author status, multiple businesses, credibility. He was launching something new after selling a company, but the transition was rocky. I remember dinners at his house, frantic prep sessions to get his studio ready, last-minute edits, and a brutal countdown: 30 days to make this work or shut it all down. Then one night, we went out to eat. His phone started pinging nonstop—orders were rolling in. He made it. He had barely scraped through.
And then? He got sick. For a month, he couldn’t work. That comeback nearly killed him.
But he bounced back. Again. Because mastery didn’t guarantee the outcome—but it did prepare him to weather the storm.
And when mastery isn’t enough, you realize: the world doesn’t owe you anything. So what do you do? You evolve—or you expire.
2. Disrupt or Die: How Founders Bounce Back Through Strategic Pivots
“If you don’t change, you’ll die. Simple as that.”
One of my closest friends ran a successful video production firm for years. Then, almost overnight, the leads dried up. He didn’t screw anything up—the market just changed. Clients went overseas. Budgets disappeared.
I remember him telling me he sent out 150 cold emails in a single day. He didn’t know what else to do. But instead of giving up, he created something new—a software product that changed everything. That pivot kept him in the game.
I’ve lived this at Structure, too. We went from manual web builds to marketing-first websites to AI-powered growth engines. Every time the market shifted, we had to decide: evolve or erode.
But disruption only works if you’re anchored to something deeper. Otherwise, you’re just chasing the next shiny thing.
3. The Mission Is the Fuel
“Short-term opportunists burn out. Long-game founders build with meaning—and endure.”
I’ve watched founders ride waves of hype—crypto, ecomm, tech trends—only to collapse when the system changed. Why? Because their mission was shallow. They were chasing arbitrage, not solving real problems.
But the ones who survive? They’re the ones obsessed with impact. With transformation. With making lives better.
If your mission is a cash grab, the moment things get hard, you’ll tap out. But if your mission is rooted in contribution, you’ll fight through fire to keep going.
And that’s when you realize—mission isn’t learned in a vacuum. It’s forged in the ring.
This is why The Aligned Program™ starts with mission clarity—not tactics.
4. The Arena Is the Only Place You Learn
“The ring isn’t only earned in the winning. It’s earned in the trying.”
In my early twenties, I got connected with a band I idolized in high school. By then, they had stepped away from music and were building a media platform. I watched them wrestle with that transition—experimenting, failing, creating in real time.
It was messy. It was raw. It wasn’t smooth or sexy. But it was real. Eventually, they returned to music—wiser, better, more alive.
That experience taught me: struggle is the tuition for clarity. You don’t level up in the bleachers. You evolve in the arena.
And once you’re in the arena long enough, something crazy happens—you stop fearing the chaos. You start welcoming it.
5. Founders Who Win Love the Chaos
“When things are perfect, they’re anxious. When shit hits the fan, they’re calm.”
I heard Andy Frisella say once, “The best F1 drivers in the world perform in the best and worst circumstances.” Founders who win don’t freak out when things go sideways. They shift gears. They stay calm. They follow the plan.
That stuck with me because I’ve seen it firsthand. The best founders? They get weirdly calm when it all goes to hell. While everyone else is panicking, they’re locked in.
You don’t learn that in books. You earn it in the trenches.
But even the calmest mind can’t operate without fuel. So where do founders find their energy? They don’t wait for it. They create it.
6. Create Energy, Don’t Wait for It
“You remove the drains and invest in the gains.”
A lot of founders are exhausted—not because they work too much, but because their life drains them. Junk food. Netflix benders. Booze. Toxic relationships. Dead-end routines.
I had to cut all of that. I started treating my body like an asset. Dialed in nutrition. Hydration. Movement. Limited alcohol. And suddenly, I had energy. Not just for sprints—but for marathons.
Resilience isn’t about hype. It’s about energy management. Founders who last protect their battery.
But once the energy’s flowing, it has to go somewhere—and it starts with you.
7. Work on Yourself Before the Business
“You are the timeless technology.” –Dan Sullivan
I used to think if I could just fix the system—get the tools, optimize the funnel, delegate better—I’d win.
But the biggest breakthrough came when I turned the spotlight inward. What if the real bottleneck wasn’t the business… it was me?
I had to ask: Who am I becoming? What needs to change in me? What do I need to heal, kill, or grow to carry this next chapter?
Leadership isn’t tactics. It’s transformation. And it starts at the source.
From there, the question becomes—what’s the highest leverage thing you can offer? And how do you protect it?
That’s the founder transformation we facilitate through our Acceleration Loop™.
8. Protect the Outputs That Matter
“What’s the one thing that if you stopped doing, your company would die?”
Donald Miller once said, “If I stop writing books, my company will die in three years.”
That hit me like a truck. I had to figure out what my non-negotiable was. For me, it’s creating clarity. It’s teaching. It’s coaching transformation. That’s the heartbeat of what we do.
When I started saying no to everything else and structured my calendar around that output, things moved. Fast.
Great founders don’t do more. They do less. They do what only they can do—and ruthlessly protect it.
But protecting the output only matters if you’re clear on where it’s taking you.
9. Vision Creates Resilience
“Clarity gives you context for the hard seasons.”
When you’re in the cave, the only thing that keeps you from quitting is clarity.
That’s why we built our 10/3/1 framework—10-year vision, 3-year mission, 1-year goals. It’s more than a planning tool. It’s survival fuel.
When shit hits the fan (and it will), the founders who endure aren’t the smartest or most skilled—they’re the ones with the clearest vision.
Vision creates resilience when it’s embedded in your daily execution—not just stuck in a deck.
And once you have that clarity, you realize the path forward will demand something counterintuitive: breaking.
10. Growth Happens Through Breaking First
“Muscles grow when they’re pushed to failure. So do founders.”
I’m in a body recomp phase right now. Trying to build visible excellence and get stronger. You know what that requires? Failure. Literally pushing each muscle until it gives out—then recovering. That’s how you grow.
Same thing in business. The founders who evolve are the ones willing to break. To stretch. To walk through the fire.
I’ve been there. I’ve cried in the car. I’ve questioned everything. I’ve felt like quitting.
But every time that I got back up—I came back stronger.
How to bounce back from failure as a founder
Founders fail. That’s not a threat—it’s a guarantee.
The question is: WHEN you fail… will you rise? Will you evolve? Will you disrupt?
Or will you die?
If you’re in the arena, still swinging, you’re already winning. Because legacy isn’t built in the highlight reels. It’s built in the dust, the doubt, and the decision to get back on the horse.
Learning how to bounce back from failure as a founder isn’t just about survival—it’s about transformation. Every resilient founder I’ve worked with has mastered this cycle: fall, learn, rise, repeat. That’s how you build something that lasts.
If you’re ready to develop the founder resilience that creates lasting legacy, let’s talk about alignment. Because the strongest founders aren’t the ones who never fail—they’re the ones who know how to bounce back stronger.
FAQs
How long does it take to bounce back from business failure?
There’s no universal timeline for founder recovery—it depends on the depth of the failure, your support system, and most importantly, your alignment with your mission. I’ve seen founders bounce back in 6 months, and others take 2-3 years to fully recover.
The real question isn’t “how long” but “how aligned.”
In my experience, founders who are clear on their mission and have strong personal conviction typically recover faster because they’re not starting from scratch—they’re pivoting with purpose. The ones who take longer are usually those who built on shaky foundations (chasing trends instead of solving real problems) or who need to do deeper personal work first.
What accelerates recovery:
Clear mission that survived the failure
Strong support network (mentors, peers, family)
Financial runway to experiment without desperation
Willingness to transform personally, not just tactically
What slows recovery:
Shame and isolation
Trying to recreate the exact same business
Refusing to examine personal blind spots
Rushing into the next thing without learning
The founders who bounce back strongest aren’t the ones who recover fastest—they’re the ones who use failure as transformation fuel.
What makes some founders more resilient than others?
After working with hundreds of founders, I’ve identified three core differentiators that separate resilient founders from those who stay down:
1. Mission Over Money
Resilient founders are anchored to something deeper than profit. When the business fails, their identity doesn’t collapse because they’re driven by contribution, not just cash flow. They ask “How can I still serve?” not “How can I get rich again?”
2. Growth Mindset About Failure
They don’t see failure as a verdict—they see it as data. Instead of “I’m a failure,” they think “This approach failed.” That subtle shift keeps them in learning mode instead of shame spiral mode.
3. Relationship-Driven Recovery
The most resilient founders don’t try to figure it all out alone. They have mentors, peer networks, and support systems. They’re not afraid to be vulnerable about their struggles because they know isolation kills momentum.
What I’ve learned: Resilience isn’t built in the good times—it’s revealed in the hard times. The founders who bounce back fastest are the ones who’ve been working on themselves consistently, not just when crisis hits.
You can’t manufacture resilience in the moment of failure. You build it through daily choices: taking care of your body, investing in relationships, staying connected to your deeper purpose, and continuously learning.
How can founders build resilience before failure hits?
The best time to build resilience is before you need it. Here’s how I help founders develop “failure-proof” foundations:
1. Align Your Business with Your Mission
If your business is just a vehicle for your vision (not your identity), failure becomes a detour, not a death sentence. Get crystal clear on your 10-year vision and 3-year mission. When tactics fail, mission endures.
2. Build Your Support Network Now
Don’t wait until you’re in crisis to build relationships. Join founder groups, find mentors, invest in coaching. The founders who recover fastest are the ones who don’t have to rebuild their entire support system from scratch.
3. Treat Your Body Like an Asset
Resilience starts with energy management. Dial in your nutrition, movement, and sleep. When failure hits, you need physical and mental stamina to think clearly and act decisively.
4. Practice Failure in Small Doses
Take calculated risks regularly. Launch experiments. Try new things. The more you practice getting back up from small failures, the stronger your recovery muscle becomes.
5. Develop Your Identity Beyond Your Business
Who are you when your business card doesn’t matter? Resilient founders have multiple identity pillars—they’re parents, mentors, athletes, learners. When one pillar shakes, the others hold them up.
6. Create Financial Runway
This isn’t about getting rich—it’s about having enough cushion to make decisions from strategy, not desperation. Even 6-12 months of runway gives you space to pivot thoughtfully.
The Structure Edge
At Structure, we help founders build resilience through The Aligned Program™.
We don’t just prepare you for growth—we prepare you for the inevitable challenges that come with it. Because the strongest founders aren’t the ones who never fall—they’re the ones who know how to rise.
Ready to build founder resilience that lasts? Let’s talk about alignment.