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I help founders scale
from $100K to $100M

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As Seen On

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Why Your Marketing Isn’t Working
00:54
The Fire That Turns Founders Into Leaders
00:58
Pre-Seed & Seed Founders — This Is for You
00:31
Why Most Microsoft Partners Don’t Win
00:29
Stop Trying to Build the Perfect Company
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Are You Actually Ready for a Series A?
00:44
We’re Just Getting Started — Big Things Ahead
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The One Question You Should Always Ask in an Interview
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Serial Entrepreneur, Angel Investor,
Business Growth Expert, Content Creator

COMPANIES I'M

Funding / Advising

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About Me
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ABOUT ME

I'm Gregory Scott Henson

an award-winning entrepreneur, angel investor, and business advisor who's dedicated to helping you scale your business to $100M+.

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.

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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.

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Work With Me

Work With Me

Want to connect? I offer four ways to work together. Whether you’re after a quick intro call, ready to pitch your product, or looking for focused coaching to grow your business. Choose what fits best.

100% of all payments go directly to charity and not to me personally.
You’re investing in your growth and giving back.

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Listed on Intro alongside the world's most famous CEOs. Book a 15-minute 1:1 with me.

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GET GREGORY'S

Guide to building an investor pitch deck for free!

Get this guide with powerful slide examples and notes to perfect your investor pitch deck and raise the money you need for your startup.

Keynotes & Projects

RECENT

Keynotes / Projects

Scale Your Business
from $100K to $100M
Testimonials

Henson Equals Results

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Take Your Success
to the Next Level

Career Highlights

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 and Executive Director of Cloud Veterans. A non-profit that has helped thousands of veterans move into tech and cloud careers.

2021-Present

Founder and Managing Partner of Henson Venture Partners. Backing early-stage, US-based software founders with founder-friendly SAFE terms.

2023-Present

Founder and CEO of SocialPost.ai. A bootstrapped, profitable AI SaaS for social media management, now 15,000+ users and a Microsoft AI Innovation Award.

2025-Present

Architected the merger of Henson Group and MyCloudDoor into ALIANDO, a ~$120M ARR company. Now Strategic Advisor.

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