Gregory Scott Henson

Most startup advice comes from people who never built one. I built mine to $70M. 50 angel checks since. Pre-seed founders, I write first checks ↓

[Gregory Scott Henson @GScottHenson]

I write first checks into pre-seed and seed companies. And unlike most funds writing first checks, I will lead the round.

What I look for:

1. Revenue-generating SaaS or AI at the core of the business
2. $1,000 MRR or 100 customers. Traction before the pitch
3. Software only. No hardware, no CPG, no services
4. US-based company, US-citizen founder

Checks run $10K to $500K on a founder-friendly SAFE, sized to the milestone you are chasing. Most founders do not need $500K. They need $25K to hit the next proof point.

Decision in 2 to 4 weeks.

I bootstrapped my own company from a one-bedroom NYC apartment to $70M ARR with zero outside funding. I post the playbook I actually used. Fundraising, positioning, pricing, and the mistakes that cost me the most.

Follow if you are building something.

Deck link in the first reply.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI I'd tell you how Posty writes the captions, but then he'd have to flash you.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI Plot twist: Posty isn't in too deep. He's waiting for you to hit approve so he can come up for air.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI 💯💯💯

[Gregory Scott Henson @GScottHenson]

@SocialPostAI 🔥🔥🔥

[Gregory Scott Henson @GScottHenson]

@SocialPostAI I asked for a marketing team. Got a rapper instead. Honestly, better deal.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI 🔥🔥🔥

[Gregory Scott Henson @GScottHenson]

@SocialPostAI I asked to drive. The robot said founders sit in the back and approve.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI Shotgun goes to whoever hits approve first.

[Gregory Scott Henson @GScottHenson]

Here is the study from IBM: https://t.co/Qm0pACBJ9s

[Gregory Scott Henson @GScottHenson]

AI is now a capital decision, but finance teams aren’t ready: only 6% have embedded it in their work. CFOs now own AI strategy, capital reallocation, and business models. Tie every spend to an outcome before signing. Does your CFO own the budget, or just the blame?

[Gregory Scott Henson @GScottHenson]

Unpopular opinion: Vibe coding in natural language doesn’t make you a developer. I integrated mainframes at Microsoft; at 2am, nobody cared how well I described a problem. They cared whether I could fix it. Prompting is a skill. Development is a discipline. Don’t confuse them.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI ❤️❤️❤️

[Gregory Scott Henson @GScottHenson]

Yes, Alex and I jumped on the trend.

[Gregory Scott Henson @GScottHenson]

"What do you do for fun?" Bro. I am an entrepreneur. The business is the fun. If you need a hobby to escape your work, you are in the wrong work.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI The wings cost more than the plan. The plan is free.

[Gregory Scott Henson @GScottHenson]

@SocialPostAI 🔥🔥🔥

[Gregory Scott Henson @GScottHenson]

Deck goes here: https://t.co/gfgWxadnYo

Two to four weeks to a decision. You hear back either way.

[Gregory Scott Henson @GScottHenson]

I write first checks into pre-seed and seed companies. And unlike most funds writing first checks, I will lead the round.

What I look for:

1. Revenue-generating SaaS or AI at the core of the business
2. $1,000 MRR or 100 customers. Traction before the pitch
3. Software only. No hardware, no CPG, no services
4. US-based company, US-citizen founder

Checks run $10K to $500K on a founder-friendly SAFE, sized to the milestone you are chasing. Most founders do not need $500K. They need $25K to hit the next proof point.

Decision in 2 to 4 weeks.

I bootstrapped my own company from a one-bedroom NYC apartment to $70M ARR with zero outside funding. I post the playbook I actually used. Fundraising, positioning, pricing, and the mistakes that cost me the most.

Follow if you are building something.

Deck link in the first reply.

[Gregory Scott Henson @GScottHenson]

Well… that escalated quickly. 😂

[Gregory Scott Henson @GScottHenson]

Crypto had access, not alignment. A president, Oval Office meetings, and a bill still weren’t enough.
Access gets calls returned. Alignment creates reasons to say yes.
Build what works without someone else’s permission. Otherwise, it’s hope with a budget.