top of page
hero_background.png

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

gold dust
gold dust

As Seen On

AP (Associated Press) logo - Gregory Scott Henson featured in AP
SiliconValley.com logo - Gregory Scott Henson featured in Silicon Valley
Yahoo Finance logo - Gregory Scott Henson featured in Yahoo Finance
Morningstar logo - Gregory Scott Henson featured in Morningstar
Boston Herald logo - Gregory Scott Henson featured in Boston Herald
Star Tribune logo - Gregory Scott Henson featured in Star Tribune
Chicago Chronicle logo - Gregory Scott Henson featured in Chicago Chronicle
Dallas Sun logo - Gregory Scott Henson featured in Dallas Sun
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
00:25
Are You Actually Ready for a Series A?
00:44
We’re Just Getting Started — Big Things Ahead
00:55
The One Question You Should Always Ask in an Interview
00:29

Serial Entrepreneur, Angel Investor,
Business Growth Expert, Content Creator

Microsoft Partner logo - Gregory Scott Henson is a certified Microsoft Partner

Are you a Microsoft Partner?

COMPANIES I'M

Funding / Advising

glowing orb
About Me
Headshot2.jpg

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.

Public Speaking 4.jpg
Public Speaking 3.jpg

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.

Public Speaking.jpg
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.

Person using smartphone - Book an intro meeting with Gregory Scott Henson

New Here?

(15 Min - Free)

Book a free 15-minute intro call. No pitch. We find out fast if I can help, and if I can't, I'll point you to who can.

Entrepreneur reviewing tablet outdoors - Hourly founder coaching session with Gregory Scott Henson

Hourly Founder Coaching

(60Min - $500)

Get a focused coaching session where we’ll uncover growth opportunities, sharpen your pitch, and drive momentum fast. It’s 100% tax-deductible and comes with a full money-back guarantee.

Business professional working on Microsoft Partner strategy call with Gregory Scott Henson

Microsoft Partner?

(30 Min - Free)

Book this 30-minute exploratory call to discuss how to grow, scale, or unblock your Microsoft partner business.

Team meeting at whiteboard - Unlimited founder coaching session with Gregory Scott Henson

Unlimited Founder Coaching

($3,000 for the Month)

For $3,000, you’ll get unlimited access to me for 30 days. We'll work together to uncover growth opportunities, sharpen your offer, and drive real momentum. It’s 100% tax-deductible, with every dollar going directly to charity.

Office Hall

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

glowing orb

Take Your Success
to the Next Level

Career Highlights

1996

Began career in Dallas, TX, as a Mainframe Integration Specialist at Perot Systems.

1996-2002

Worked at Microsoft Consulting Services in NYC, leading mainframe integration projects at prestigious firms like Merrill Lynch, Goldman Sachs, Lehman Brothers, and Smith Barney.

2002-2021

Founder and CEO at Henson Group in Miami, one of Microsoft's largest resellers and MSP providers globally.

2019-Present

Founder and CEO of Cloud Veterans, a non-profit that's helped thousands of veterans transition into thriving tech careers.

2023-Present

Founder and CEO of SocialPost.ai, a SaaS platform revolutionizing social media management for small businesses.

2024-Present

Founder and CEO of Henson Venture Partners, a venture capital firm dedicated to nurturing and funding early-stage companies.

Business professionals shaking hands - Take the Hustler to CEO assessment quiz by Gregory Scott Henson

Are you a Hustler or CEO?

Find out where you are on the journey from hustler to CEO!

Ask Me Anything

Submit-Pitchdeck
bottom of page