As Seen On
Operator who scaled to $500M+. Now,
I help founders dodge expensive mistakes.
COMPANIES I'M
Funding / Advising
ABOUT ME
I'm Gregory Scott Henson
Award-winning entrepreneur, angel investor, and business advisor. Built Henson Group from a one-bedroom apartment into one of Microsoft's largest global partners, then stepped back in 2021 to back founders full-time through Henson Venture Partners.
$500M
2,809%
15,000+
Revenue Scaled
Growth
SaaS users
I built Henson Group from nothing into one of Microsoft's largest global partners, over $500 million in revenue across nearly two decades.
In 2021 I stepped back from daily operations to do the thing I care about more: help the next generation of founders win.
That's the job now. As a founder, operator, and super angel to dozens of startups worldwide, I open doors and make the strategic calls that actually move the number.
Through Henson Venture Partners, I invest up to $500,000 per company on founder-friendly terms. No games. I help founders hit product-market fit, design an MVP in 60 days, and walk into a raise ready.
What I'm good at: scaling, growth strategy, fundraising, sales and marketing, strategic partnerships, product-market fit, MVPs, hiring, and mentorship.
I've taken companies from zero, secured both traditional and venture funding, and grown SaaS startups into something that lasts. I build partnerships with giants like Microsoft that open real markets, not just logos for a slide.
My work has run through Microsoft, Goldman Sachs, Disney, the NFL, Equinox, Movado, and Tiffany & Co. Different industries, same job: find the result and go get it.
If you're building and ready to move, let's talk.
Most founders don't fail on the product. They fail on focus. On positioning. On doing too much for too little, for too long. I've made those mistakes and watched them up close for twenty years. I can help you skip them.
I'm not here to sell you theory. I'm here to give you the call, the connection, or the hard truth that changes the trajectory.
Every dollar I charge goes to charity. Not to me. Book the call knowing your money funds veterans breaking into tech through Cloud Veterans.
You've worked too hard to stay stuck. Your next breakthrough might be one conversation away. Book your call today.
Work With Me
One way to work with me: 15 focused minutes. Bring the decision you are stuck on, fundraising, positioning, or go-to-market. You leave with a clear call, a connection, or the hard truth, not a pep talk.
It is $100, booked through Intro (where I am listed alongside the world's most famous CEOs).
100% of paid session fees go to Cloud Veterans, a 501(c)(3) helping veterans build careers in tech. None of it goes to me.
Listed on Intro alongside the world's most famous CEOs. Book a 15-minute 1:1 with me.
RECENT
Keynotes / Projects
Career Highlights
Gregory Scott Henson is CEO of SocialPost.ai (venture-backed, profitable, 15,000+ users), Founder and Managing Partner of Henson Venture Partners, and Founder and Executive Director of Cloud Veterans. He is a Strategic Advisor to ALIANDO.
e founded Henson Group in February 2002 from a one-bedroom NYC apartment shortly after 9/11 and grew it to the #1 Microsoft Azure Partner globally (2018), #132 on the Inc. 5000 at 2,809% growth, with zero outside funding.
1996
Started in Dallas as a Mainframe Integration Specialist at Perot Systems. The corporate tech foundation everything else was built on.
1996-2002
Microsoft Consulting Services, NYC. Led mainframe integration at Merrill Lynch, Goldman Sachs, Lehman Brothers, and Smith Barney.
2002-2021
Founded Henson Group in NYC from a one-bedroom apartment after 9/11. Built it into the #1 Azure CSP and a top-70 Azure Expert MSP worldwide. Inc. 5000 at #132, 2,809% growth, zero outside funding.
2019-Present
Founder & Executive Director, Cloud Veterans. A 100% free 501(c)(3) that has helped 1,000+ veterans launch careers in cloud and AI. Delivered 11,246 training hours in 2025 alone, with a $87.9M five-year economic impact and the 2025 Pluralsight Best in Tech Award.
2021-Present
Founder & Managing Partner, Henson Venture Partners. Managing $50M in assets and backing 27 pre-seed and seed software founders with transparent, founder-friendly SAFE terms and checks up to $500K, capital plus 20+ years of operator experience.
2023-Present
Founder & CEO, SocialPost.ai. Built a venture-backed, profitable AI SaaS for small business content, now 15,000+ users, 3M+ posts generated, and $600K+ ARR. Raised $1M seed, earned max Azure credits via Microsoft for Startups, and won a Microsoft AI Innovation Award.
2025-Present
Chairman of the Board, ALIANDO. Architected the merger of Henson Group and myCloudDoor into ALIANDO, a 400+ person, ~$120M ARR global Microsoft partner. A 6x Microsoft Partner of the Year and Azure Expert MSP operating in 32 countries. Now leading a seven-member board setting strategic direction.
