top of page
hero_background.png

The Official Website of
Gregory Scott Henson

gold dust.png
gold dust.png
Why You Have to Be Slightly Crazy to Start a Company
00:15
Stop Using Your Customer Pitch Deck on Investors — Here’s Why
00:22
Got a ‘Meets Expectations’ Review? Ask Your Boss These 2 Questions
00:26
The #1 Risk Most Startups Get Wrong
00:32
Founders: Don’t Just Reward Performance — Reward Bold Ideas 💡
00:18
You Were Lied To — You Do Deserve Success 💥
00:23
You Have to Be a Little Crazy to Build Something Great 🚀
00:15
3 Red Flags That Drive Customers Away
00:16

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

Are you a Hustler or CEO?

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

COMPANIES I'M

Funding / Advising

glowing orb.png
About Me
greg_1x1.png

ABOUT ME

Hi, I'm Gregory,

As a founder, advisor, and super angel to dozens of startups globally, I bring years of experience, deep industry knowledge, & a robust network. With these assets, I open doors & provide strategic guidance to accelerate growth & ensure you reach your potential.

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

Nicknamed the "Startup King," I have a proven track record in building and scaling successful ventures, particularly in the tech industry, where I’ve generated over $500 million in revenue at Henson Group. Since stepping back from daily operations in 2021, I’ve focused on launching initiatives to support the next generation of entrepreneurs. One of these is Henson Venture Partners, a VC dedicated investing and guiding early-stage companies. Henson Venture Partners invests up to $100,000 in each company through founder-friendly terms and provide hands-on mentorship to help founders achieve product-market fit, design MVPs within 60 days, and prepare for successful fundraising rounds. 

Final image (1).jpg
Barbara Ed.jpg

My areas of expertise include scaling, growth strategy, fundraising, sales/marketing strategy, strategic partnerships, product market fit, minimal viable products, talent acquisition, and mentorship. I've helped businesses from the ground up, securing both traditional and venture funding, and strategically scaling SaaS startups to achieve sustainable growth. I specialize in creating bankable partnerships with industry giants like Microsoft, which open doors to new markets and opportunities. I also have extensive experience in designing effective sales compensation plans that drive performance and align team goals with business objectives.

Throughout my career, I have worked with an impressive array of clients across diverse industries, building a reputation for delivering transformative results. My client list includes industry giants such as Microsoft, Goldman Sachs, Disney, and the NFL, where my strategic insights have driven growth and innovation. Beyond tech and finance, I have collaborated with leaders in fitness, entertainment, and luxury, including Equinox Fitness, Movado, and Tiffany & Co., each with unique demands and market dynamics.

These partnerships highlight my versatility and ability to adapt strategies to suit a wide range of sectors. From redefining digital transformation in tech and finance to enhancing brand positioning in luxury and entertainment, my results-driven approach has earned me recognition as a trusted advisor for companies with ambitious growth goals. 

thumbnail_Microsoft_DTC.jpg
SatyaNew.jpg

If you’re a business owner striving for growth and ready to reach new heights, let’s make it happen together. Book a call below to get started 
 

You’ll see three options below:
✅ A free 15-minute meet-and-greet t
✅ A sales/partnership request pitch session
✅ And unlimited strategy calls that includes unlimited follow-ups for 30 days — all for a flat $1,000 (not hourly)

 

Don’t leave your success to chance. You’ve worked too hard to stay stuck. Take the first step toward the results you deserve — book your call today and let’s unlock your business’s full potential.

 

Your breakthrough may only be one conversation away — the right guidance, insight, or connection could be the catalyst that changes everything .

Work With Me

Work With Me

Want to connect? I offer three 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—not to me personally.

You're investing in your growth and giving back.

Image by NordWood Themes

Intro Meeting

(15 Min - Free)

New here? Book a 15-minute call to connect, ask questions, or explore how we might collaborate in the future. Whether you’re seeking guidance, sharing what you're building, or simply want to get on my radar — this is a great first step.

Image by Medienstürmer

Pitch Session

(30Min - $100)

Have a product/service you want to pitch? Or looking to partner? This 30-minute session gives you the floor — I’ll give honest feedback, ask questions, and share next steps if there’s a fit.  100% tax-deductible and goes directly to charity.

Image by Austin Distel

Unlimited Founder Coaching

($3,000/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—fast.
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.

Testimonials

Henson Equals Results

glowing orb.png
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.

Keynotes & Projects

RECENT

Keynotes / Projects

Scale Your Business
from $100K to $100M
bottom of page