Before I Start a Startup Again

I'll start a company again when I can answer yes to all of these.

Contents
Where I Am Is What I Lacked

I'm doing leetcode right now. Building a portfolio. Updating my resume. Not because I want to, but because I have to.

I lack resource agency. I don't have money. I need a job. I need runway.

Why don't I have resource agency? Because during the 6 months I had to build a company, I lacked other agencies.

What I lacked:

I lacked the capability to pick a market wedge that investors believed in. Go-karts were the right technical wedge - tight feedback loops, real users, real deployment. But the wrong commercial wedge. Too niche. VCs didn't believe in it.

I lacked strategic clarity. I didn't know my own scale plan well enough to sell the vision. If I can't articulate how we go from go-karts to the full market, why would investors believe we'd figure it out?

I lacked communication capability. Even if I had the plan, I didn't tell the story well. I couldn't raise capital. YC rejected us. Other investors passed.

And we didn't have enough resource and time agency to figure it out. 6 months wasn't enough runway to get from 3 tracks to proving the market at scale. We had some capability - we built real stuff, deployed it, got real users. But we ran out of time and money before we could prove it worked at scale.

So we ran out of runway. No resources. No choice but to shut down.

The consequence:

Now I'm here. Learning someone else's system. Leetcode isn't what I want to build. It's what companies require to prove competency. When you lack resource agency, you learn other people's systems to gain resources from them.

This isn't a complaint. This is just cause and effect. The work you're doing today is a direct result of the agencies you didn't have yesterday.

The homework:

Before I start a company again, I need to build the capabilities I lacked. Market selection. Strategic clarity. Communication. Fundraising.

That's what this page is. The checklist of what I need to answer yes to before I do this again.

Foundation

Before the checklist. Before the vetting. You need conviction on what you're actually doing.

This is about capability agency - strategic clarity and market understanding. Can you articulate what you're building and why it matters?

Know the landscape.

What's the reality? What exists today? How does the world currently work?

You can't find a gap if you don't know the scene. Study it. Talk to people in it. Understand the players, the dynamics, the incentives. Why does it work the way it works? What are people doing today?

Don't just read about it. Be in it. The closer you are, the more you see.

Know the gap.

What's missing? What problem exists? What pain do people have that isn't being solved, or is being solved poorly?

The gap has to be real. Not "it would be nice if" but "this is broken and people feel it." Are they complaining? Are they hacking together workarounds? Are they spending money on bad solutions because there's nothing better?

If people are fine without it, there's no gap. There's just an idea.

Know what the company does.

How do you solve it? What's the product? What's the conviction?

This should be clear enough to say in one sentence. Not a pitch. Not a vision statement. Just: what does this company do and why does it matter?

If you can't say it simply, you don't know it yet.

Are you willing to spend 3 years on this problem?

Not the solution. The problem.

Startups take longer than you think. If you're 25, you're saying this is what I'm doing until I'm 28. That's not a side bet. That's a chunk of your life.

The solution will change. The product will pivot. But the problem space stays. Are you willing to wake up thinking about this problem for years? When it's hard. When it's boring. When no one cares yet.

If the answer is "maybe" — that's a no.

The Idea

These questions are about capability agency - can you actually execute this? Do you have the insight, proximity, and understanding to make it work?

1. Is this an inevitable future?

Not a trend. Not a bet. An inevitability I'm just early to.

Every digital experience is already personalized. Spotify, TikTok, Netflix. Why would physical experiences stay generic? The tech catches up. It always does.

2. Am I close to the problem?

Either I'm the one suffering from it, or I deeply understand it. No middle ground. Can't validate from a distance.

3. Is there a real user with real pain?

Who has this problem? How many? How badly? Are they doing something about it today, even if it's bad?

If they're fine without it, it's not a problem worth solving.

4. Are the feedback loops tight?

Daily and weekly problems over monthly and yearly problems. The tighter the loop, the faster you learn.

Building an autonomous camera for Fox or NASCAR or F1. How often do you test that? You're waiting months between data points. Building something for a go-kart track. You can deploy, watch, learn, adjust. Weekly. Daily. The reps compound.

MVP only works if you can actually run it.

5. Is there a clean wedge?

Can I start small and own it? Or am I boiling the ocean?

Entry point matters. Investors want to see you dominate something small before you expand.

6. Do I know the layers?

What needs to be proven? In what order? What's the risk at each step?

Hardware adds layers. Every one of them, manufacturing, supply chain, support, is a surface for failure.

"You think it's simple but you don't know how much work there is." The gap between "seems simple" and "is simple" is where founders get stuck.

7. Is the market big enough?

If raising VC money, the market needs to be in the billions. They need to believe the outcome can be 100x.

Money in to money out needs to be a multiple. That's their game. Know if you're playing it.

8. Why now?

What changed that makes this possible today? Why not 5 years ago? Why not 5 years from now?

Inevitable isn't enough. Timing has to be right.

9. Why me?

What have I seen that others haven't? What's my unfair insight? Will I grind through the hard parts when it stops being fun?

10. Have I checked the competition?

Rigorously. Not "I googled it." Actually dig. Who's tried this? Who failed? Why? What's my edge?

11. What's the moat?

What stops a big player from entering and doing what you're doing?

You can find a real problem, build something that works, get traction. And then Google, Amazon, or someone with 100x your resources decides it's interesting. What do you have that they don't?

Distribution? Relationships? Proprietary data? Network effects? Switching costs? Deep domain expertise they can't hire overnight?

If the answer is "we'll just move faster," that's not a moat. That's a head start. Head starts disappear.

The best moats compound over time. The longer you're in, the harder you are to catch. If your advantage shrinks as you grow, you don't have a moat. You have a window.

Path to Market

This is about resource agency - can you generate the money and traction needed to keep going? Can you monetize? Can you raise capital? How long can you afford to search for product-market fit?

12. Do I have a path to MVP?

How do I get it into users' hands? If I can't answer this clearly, I'm not ready.

All assumptions until a user touches the system. You are nothing until you launch.

This can happen part time. Get signal before you leap.

13. Can I access the users?

Can I get into the rooms where my potential users exist?

If I can't reach them, I can't build for them. I'm guessing from the outside.

In our early days, it took too long to get the product into people's hands. That's lost time. You learn nothing in that void.

14. Is there a plan to scale?

What's next after MVP? How do I go from 1 to 100? B2B or B2C?

Scale has to be built into the product from day 1. If MVP requires me at every deployment, every install, that's a warning sign.

15. Can I generate PR?

Investors move on FOMO. You have to create that fear. Give them something to miss.

Launch. Grow. Talk to the press. Make noise.

They make it feel like they sit at a desk waiting for you. But their job is to find companies. They're scanning, asking their network, looking for signal.

The best fundraising happens when they come to you. That happens when you've launched, you're growing, and people are talking.

Co-Founder

This is where most things break.

This is about choice agency and social agency - who you choose to build with determines everything. Are they fully committed? Do you trust them? Can you work together under pressure?

16. Transparency and trust.

Money and equity are involved. Real stakes. Opportunity cost. You need people who are clear about what they want, what their boundaries are. And you need to be clear yourself.

17. Standards.

You can't teach critical thinking. You can't teach high standards. They either have it or they don't. Track record or experience working with them is the only way to know.

18. Conviction over optionality.

"Worst case I'll have a good portfolio." I thought that way once. It made me less sharp. It's a hedge. Hedges dilute conviction.

You want co-founders who are burning the boats. Not reckless. Convicted. The leap comes from belief in the mission, not from "this is good experience either way."

If they're already planning for failure, they're not fully in.

19. Common vision.

Startups have no system. You are the system. No playbook, no structure, no manager. When things break, and they will, the only thing that holds it together is common vision.

Misaligned intentions crack under pressure.

The Derisking Lens

VCs aren't betting on ideas. They're eliminating reasons to say no.

Think about a bank. They don't care about your vision. They care: can you pay it back? What's your history? What's your collateral?

VCs are the same logic, different risks:

Problem risk. Is this real?
Founder risk. Are you the ones?
Market risk. Big enough? Clean wedge?
Timing risk. Why now?
Solution risk. Can it be built? What are the layers?
Business model risk. Does the math work?

You don't pass by being exciting. You pass by removing doubt.

The Bar

I'll start again when I have:

Conviction it's inevitable
Proximity to the problem
A user who feels the pain
Tight feedback loops
A wedge I can own
Clarity on the layers
A big enough market
A reason it's now
An answer to "why me"
Knowledge of competition
A moat that compounds
A path to MVP
Access to users
A plan to scale
Ability to generate PR
A co-founder I trust with conviction

Until then, I'll keep building skills, network, insight. So when the right problem shows up, I'm ready.

These aren't arbitrary requirements. They're the agencies needed to execute.

Strategic clarity. Market understanding. Communication capability. The ability to raise capital. Enough time and resources to search for product-market fit. A co-founder who's fully committed.

Building a company isn't just about having a good idea. It's about having the agencies required to turn that idea into reality. Last time, I had some of these. Not enough. This time, I'll have all of them.