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What If You Could Attend Your Own Funeral: The Death of the Hustler and the Birth of the CEO

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The Death of the Hustler and the Birth of the CEO

What if you could attend your own funeral?

Not literally, of course. But metaphorically, standing there watching the version of yourself that built this business be laid to rest while you mourn them, celebrate them, and ultimately let them go.

I know that sounds heavy. Maybe even morbid. But if you're a photo booth founder stuck at six figures, working harder than ever but not seeing the growth you expected, this might be the most important thought experiment you'll ever do.

Because here's a reality that might hurt: the version of you that got you to six figures is exactly the version keeping you stuck there.

That scrappy hustler who said yes to everything? Who worked until 2am, drove the van, set up every booth, and ran every single event themselves? That person willed your business into existence when there was nothing there. That person deserves recognition, respect, and a standing ovation.

But that person also needs to die.

And you need to attend the funeral.

 

The $200-250K Ceiling Nobody Talks About

Most founders don’t hit this ceiling because they’re bad at marketing or lazy or undisciplined.

They hit it because of pricing decisions they made years earlier, decisions that made sense at the time but quietly capped their growth without them realizing it.

I see the same pricing mistakes come up again and again with photo booth founders who stall at this level. I broke them down in detail here

It happens somewhere between $200,000 and $250,000 in annual revenue. 

At first, you don't notice. You tell yourself you're still growing. Technically, you are. You go from $200K to $220K one year. Then $220K to $240K the next year. You stretch yourself a little more every year. Work a few more weekends. Say yes to a few more events.

But those big jumps? The ones that got you from zero to $100K, or from $100K to $200K? They stop happening.

You're not doubling anymore. You're not even growing by 50%. You're flat-out inching forward year after year, squeezing out 10-15% growth by sheer force and an ever-increasing workload.

And the whole time you're thinking: What am I doing wrong? Why can't I break through? I'm working harder than ever. I'm doing everything I'm supposed to do.

That's exactly the problem.

You're doing everything. You're still the hustler. And the hustler maxes out around $250K.

That's the ceiling. That's as far as one person can take a business on hustle alone.

You can stretch yourself. You can optimize your schedule. You can get marginally more efficient. But you cannot make those big jumps—those quantum leaps to $500K or seven figures—unless something fundamental changes.

Unless you attend your own funeral and let the hustler die.

 

Why the Hustler Identity Becomes Your Revenue Ceiling

The hustler doesn't have a business problem. The hustler IS the business. And that's the problem.

The hustler identity served you incredibly well in the early days. That version of you had qualities that were essential for getting a business off the ground:

Relentless determination. You refused to quit no matter what. You pushed through every obstacle, every rejection, every moment of doubt.

Willingness to do it all. You didn't wait for someone else to handle things. You figured it out yourself. You were the technician, the salesperson, the customer service rep, the accountant, and the janitor.

Scrappy resourcefulness. You made things work with limited resources. You bootstrapped. You hustled. You found creative solutions when you couldn't afford the "proper" way.

Comfort with sacrifice. You were willing to work weekends, miss family events, and put your personal life on hold because you had something to prove and a vision to build.

These qualities got you here. They deserve to be honored.

But these same qualities are now your biggest limitations:

Your willingness to say yes to everything is why you're burnt out doing events you hate.

Your ability to do it all yourself is why you can't delegate and why your team (if you have one) never steps up.

Your refusal to quit no matter what is why you keep pushing through when you should be stepping back and building systems instead.

Your comfort with sacrifice is why you're still working every weekend and wondering when this business will actually give you freedom.

The skills that got you to six figures are now the chains keeping you locked at six figures.

 

What It Means to Attend Your Own Funeral

Picture this: You're standing at a funeral. There's a casket. Inside that casket is the version of you that built this business from scratch.

The hustler who was up at 2am responding to client emails. The hustler who personally packed every van and drove to every event. The hustler who couldn't take a vacation because "the business would fall apart without me." The hustler who measured their worth by how many hours they worked.

That person is in the casket. And you're standing there at the funeral, looking down at them.

What do you feel?

Probably gratitude. That version of you accomplished something incredible. They took an idea and turned it into a real business generating real revenue.

Probably respect. That version of you worked harder than most people ever will. They sacrificed. They persevered. They refused to give up.

But probably also relief.

Because deep down, you know that version of you was exhausted. That version of you was trapped. That version of you built a business that only worked if they were doing everything.

Attending your own funeral means acknowledging what needs to die so something new can be born.

It means looking at the version of yourself that got you here and saying: "Thank you. You did your job. You got us to this point. But your time is over. You can't take us any further. And it's time for you to rest."

It means grieving what you're losing, the identity, the validation, the sense of purpose that came from being indispensable while also embracing what you're gaining.

Because on the other side of that funeral, after the casket is lowered and the dirt is thrown on top, a new version of you emerges.

Not the hustler who does everything.

But the CEO who builds everything.

The Person Your Seven-Figure Business Needs You to Become

 

Let's get really practical about who needs to emerge from this funeral.

The hustler version of you thinks their job is to work harder than everyone else. The CEO version of you knows their job is to work smarter and build systems that make hard work scalable.

The hustler version of you thinks being busy means being productive. The CEO version of you protects their time ruthlessly because they know their highest-value work is thinking, planning, and leading, not doing.

The hustler version of you feels guilty when they're not grinding. The CEO version of you understands that rest, recovery, and strategic thinking are requirements, not luxuries.

The hustler version of you thinks they need to have all the answers. The CEO version of you knows how to ask better questions and surround themselves with people smarter than them.

The hustler version of you thinks delegation means losing control. The CEO version of you understands that delegation is how you multiply yourself and create leverage.

The hustler version of you avoids difficult conversations because they don't want conflict. The CEO version of you leans into hard conversations because they know that's where growth happens.

The hustler version of you makes decisions based on fear. Fear of losing clients, fear of what people will think, fear of failure. The CEO version of you makes decisions based on vision on where you're going, not where you've been.

See the difference?

It's not about becoming someone unrecognizable. It's about evolving into the version of yourself that your business needs right now.

 

Why Personal Development Is the Only Work That Actually Matters

Here's what I've learned after years in masterminds, working with mentors, and investing tens of thousands of dollars in my own development:

At a certain point, business stops being about business. It becomes about personal development.

About evolving yourself for the good of your company, your employees, and your future. About killing off the versions of yourself that are holding you back and becoming the version that will set you free.

I know that sounds woo. I know it sounds like the kind of thing skeptical, practical founders roll their eyes at.

I was one of those founders.

I remember my first big mastermind event. We started the day with a breathing exercise, some sort of guided meditation about being a stone shaped by waves or whatever. And I'm sitting there thinking: What is this woo nonsense? I came here to learn about business strategy, not breathing and talking about my feelings.

I was so wrong. So incredibly wrong.

The woo is the win. The inner work is the only work that actually matters.

Because here's the brutal truth: Your business will never outgrow you.

The level of your business is a direct reflection of your level of personal development. Your emotional intelligence. Your self-awareness. Your ability to control your reactions and lead from a grounded place.

You can have the best systems in the world. You can have the most detailed SOPs. You can have all the automations and technology.

But if you haven't done the work to become the kind of leader who can handle conflict without freaking out, who can receive feedback without getting defensive, who can make decisions without spiraling into anxiety, none of that other stuff matters.

Self-control eventually becomes everything.

Can you control your impulse to micromanage? Can you control your fear that everything will fall apart if you're not watching? Can you control your need to be needed, to be the hero, to be the one everyone depends on?

Because that need to be the hero? That's the hustler talking. And the hustler needs to die.

 

The Practical Steps to Attend Your Own Funeral

 

Area

 

 

Hustler Identity

 

 

CEO Identity

 

 

Primary Focus

 

 

Doing everything personally

 

 

Designing systems and outcomes

 

 

Time Use

 

 

Reactive and task-driven

 

 

Intentional and priority-driven

 

 

Decision Making

 

 

Fast, emotional, based on urgency

 

 

Strategic, data-informed, long-term

 

 

Revenue Mindset

 

 

Chasing the next booking

 

 

Building predictable revenue streams

 

 

Pricing Approach

 

 

Afraid to raise prices

 

 

Prices for value, margin, and scale

 

 

Client Handling

 

 

Over-servicing to avoid conflict

 

 

Clear boundaries and expectations

 

 

Operations

 

 

Inconsistent, memory-based

 

 

SOPs, repeatable workflows

 

 

Team Relationship

 

 

“I’ll just do it myself”

 

 

Delegation with accountability

 

 

Marketing

 

 

Sporadic and last-minute

 

 

Planned, consistent, intentional

 

 

Growth Strategy

 

 

More effort equals more money

 

 

Leverage equals more money

 

 

Stress Level

 

 

Constantly overwhelmed

 

 

Calm, controlled, proactive

 

 

Business View

 

 

Job with nice income

 

 

Asset being built

 

 

 

So what does this actually look like in practice? How do you attend your own funeral without feeling like you're losing yourself?

Step 1: Get brutally honest about who you are right now and who you need to become.

What skills do you need to develop? What beliefs do you need to change? What habits do you need to build or break? What version of yourself needs to be in the casket?

For me, I had to develop patience. A lot of it. I had to learn how to give feedback without being harsh. I had to get comfortable with things being done differently than I would do them—not worse, just different. I had to learn how to think long-term instead of constantly reacting to what was right in front of me.

None of this came naturally. I had to work on it. I had to get coaching. I had to read books. I had to sit in masterminds with founders who were further along and learn from how they thought about these things.

I had to actively kill the impatient, reactive, controlling version of myself and build a new version who could lead with calm and clarity.

Step 2: Invest in yourself as much as you invest in your business. Maybe even more.

That might mean joining masterminds. It might mean hiring a coach. It might mean taking leadership courses. It might mean going to therapy to work through the emotional stuff that keeps you stuck.

I know that feels expensive. I know it feels like a luxury. Something you'll do later when you have more time and more money.

But here's the truth: You will never have more time. You will never feel like you have enough money. There will never be a perfect moment.

My first mastermind was $5,000 for two days. I spent probably a month trying to convince myself it was the right decision. But I'm so grateful I did it, because it fundamentally changed me as a human being and as a leader.

Every day you wait to invest in becoming the person your business needs you to be is another day you're stuck at your current ceiling.

Step 3: Get comfortable with being uncomfortable.

The whole process of killing one version of yourself to become another is going to feel terrible. It's going to feel wrong. It's going to feel like you're betraying who you are.

It's going to feel like you're faking it, like you're playing dress-up as a CEO instead of being one.

That's normal. That's how growth always feels. That's how evolution feels.

You feel like an impostor until you don't. You act like the new version before you feel like the new version.

I still remember the first time I hired a real manager, someone whose job was to manage the team and handle operations. I felt like such a fraud. Like, who was I to have a manager reporting to me? I was just a person who owned some photo booths. I wasn't a "real CEO."

But I had to act like the kind of person who could lead a manager. I had to show up with confidence even when I didn't feel confident. I had to make decisions even when I wasn't sure they were the right decisions.

I had to be the new version before I felt like the new version.

And over time, it stopped feeling fake. The new version became who I was. The old version died. The funeral was over. The rebirth was complete.

Step 4: Surround yourself with people who are already where you want to be.

People who have already attended their own funeral. People who can show you what's possible and call you out when you're clinging to the old version of yourself.

That's why masterminds and coaching programs and peer groups are so valuable. Not just for tactical knowledge (although that's great too), but for exposure to different ways of thinking, different ways of being, different versions of yourself you didn't know were possible.

When you're around other founders who have businesses that run without them, you start to believe it's possible for you.

When you're around leaders who are calm and strategic instead of frantic and reactive, you start to internalize that way of operating.

When you're around people who have successfully evolved beyond the hustler, you start to see a path forward.

You become the average of the five people you spend the most time with. So if all five of those people are hustlers who are maxed out, burnt out, and stuck at six figures, guess what you're going to be?

But if those five people are founders who have scaled past where you are, who have built teams and systems and learned how to lead, who have already attended their funeral and emerged as CEOs, you're going to level up just by being in proximity to them.

Step 5: Give yourself permission to change.

Permission to not be the same person you were five years ago, or two years ago, or even six months ago.

Permission to let the old version die without guilt.

I think sometimes we get attached to our identity as the scrappy hustler because we're afraid that if we let that go, we'll lose what made us special. We'll lose our edge. We'll become soft or complacent or one of those "corporate sellouts" we used to make fun of.

But that's not what this is about.

It's about becoming more of yourself, not less. It's about stepping into the fullest, most powerful version you can be.

The version of you who can build something sustainable instead of just surviving. The version of you who can lead people instead of just doing everything yourself. The version of you who can create freedom instead of just creating revenue.

That version of you is already inside you. You don't have to become someone else. You just have to let the old version die so the new one can emerge.

 

The Funeral Invitation You Can't Ignore

Here's what I know for sure: The person you were when you started this business was exactly who you needed to be to get to this point. They were perfect for that stage. They deserve all the credit in the world.

But if you want to get past your six-figure ceiling, if you want to stop stretching yourself for incremental growth and start making those big jumps, that person needs to die.

You need to attend the funeral. You need to say goodbye. You need to grieve what you're losing and embrace what you're becoming.

Someone with different skills, different thinking, different focus.

Someone who can lead instead of just do. Someone who can build instead of just survive. Someone who can create a business that gives you freedom instead of one that traps you.

The business you want is on the other side of the funeral.

The version of you in the casket? That's the hustler who got you here but can't get you any further.

The version of you standing at the funeral? That's the CEO who's about to build something sustainable, scalable, and free.

But you have to show up. You have to attend. You have to watch the old version die and let them stay dead.

So here's your invitation: This week, write down the version of yourself that needs to be in the casket. The patterns, the beliefs, the behaviors that have you stuck at your current level.

Then write down the version of you who's standing at the funeral—the one who's ready to emerge. The founder your seven-figure business needs you to become.

Say goodbye. Thank them. Let them go.

Because they got you here, but they can't come with you where you're going.

The funeral is happening whether you attend or not. The only question is: will you show up?


FAQ: Attending Your Own Funeral as a Photo Booth Founder

Q: How do I know if I'm stuck at the hustler ceiling? A: If you're generating between $200-250K in annual revenue and growth has slowed to 10-15% per year despite working harder, you've hit the hustler ceiling. Other signs include being unable to take time off without the business suffering, feeling like everything bottlenecks at you, and incremental growth that comes from working more hours rather than working smarter.

Q: What if I like being the hustler? What if that's who I am? A: The hustler served you well and got you here. But liking that identity doesn't change the math: one person can only scale a business so far on hustle alone. The question isn't whether you like being the hustler, it's whether you like being stuck at your current revenue level. You can keep the work ethic and lose the identity that's limiting you.

Q: How long does this "funeral" process take? A: It's different for everyone, but expect 6-12 months of active work to fully transition from hustler to CEO mindset. The funeral itself, the moment of letting go, can happen in an instant. But building the new version of yourself takes consistent effort, support, and practice.

Q: What if I let go of control and everything falls apart? A: This is the hustler's fear talking. The truth is, things might get messy during the transition. But staying in control as the Chief Everything Officer guarantees you'll never scale past where you are now. The business falling apart temporarily while you build systems is still better than it never growing at all.

Q: Do I need to hire a coach or join a mastermind to do this work? A: You don't need to, but it accelerates the process dramatically. Personal development work is hard to do alone because you can't see your own blind spots. Investing in coaching, masterminds, or therapy gives you external perspective and accountability that makes the transformation faster and more complete.

Q: What's the difference between attending my own funeral and just delegating tasks? A: Delegating tasks is tactical, it's outsourcing the doing. Attending your own funeral is identity work. It's changing who you are as a leader. You can delegate tasks while still being the hustler. True transformation requires changing how you think, not just what you do.

Q: Can I scale past six figures without doing this identity work? A: Technically yes, but you'll do it by working yourself into the ground. You'll stretch yourself thinner and thinner for marginal growth. Every additional dollar will require more of your time and energy. That's not scaling—that's just hustling harder. Real scaling requires evolution.

 

Key Takeaways: What It Means to Attend Your Own Funeral

  • The hustler identity that got you to six figures is now your ceiling at six figures
  • Most photo booth founders hit a wall between $200-250K because one person can only scale hustle so far
  • Attending your own funeral means watching the old version of you die while you grieve and celebrate them
  • Personal development isn't woo, it's the only work that actually determines your business growth
  • You must actively kill the hustler identity before the CEO identity can be born
  • The new version of you focuses on building systems, not doing tasks
  • Real transformation requires investing in yourself as much as (or more than) your business
  • You become the new version by acting like them before you feel like them
  • Surrounding yourself with people who've already evolved accelerates your own transformation
  • The business you want is on the other side of the funeral, but you have to show up

 

Next steps

Scale your business past 6 figures

How to build a photo booth business that runs without you

The CEO mindset shift every photo booth founder needs to make

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