Southern Maryland · Est. 2026

Trippsahoy Enterprises

A portfolio of ventures built at the intersection of digital, hospitality, and content.

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Portfolio

The Ventures

Each company operates independently — one parent holding them together.

🌐
Launching August 1 · Web Design
Tripp Global Digital
Boutique web design firm serving small businesses across Southern Maryland. Professional websites that actually generate customers.
Visit site
📖
In Progress · Publishing
A Battle Inward
A memoir in progress. One man's unfiltered account of building something real while fighting the battles no one else can see.
Stay tuned
🍽️
Transitioning · Hospitality
Family Restaurant
Rooted in Southern Maryland hospitality. A family legacy being carried into a new chapter — built on decades of craft and community.
Coming soon
⚙️
In Development · Product
Venture TBD
A product innovation targeting a market gap in commercial and consumer equipment. Details coming when the time is right.
Stealth mode
🧠
In Development · Coaching
1-on-1 with Tripp
Personal development sessions directly with me. For anyone ready to do the real work — on mindset, direction, and building something that matters.
In development · No launch date yet
＋
Always Building
Next Chapter
The portfolio is never finished. New ventures are evaluated constantly — content, product, real estate, and beyond.
Tripp
Tripp · CEO

About

Built from the ground up in Southern Maryland.

Trippsahoy Enterprises is the parent company of Tripp Global Digital and all future digital ventures under the Trippsahoy brand.

It started with a family that built things. The goal is to keep building — with intention, in public, and for the long run.

5+
Active ventures
MD
Rooted in Southern Maryland
24
Years old, just getting started
∞
Runway for what comes next

The Rebuild

107K followers.
Then I walked away.

In 2023, I had built a TikTok account to over 107,000 followers with videos hitting millions of views. Then I deactivated everything — deleted the account, stepped back, and went quiet.

It wasn't a mistake. It was necessary.

I spent that time working on myself, building real businesses, and figuring out what I actually wanted to build and why. Now I'm back — with more clarity, more purpose, and a longer runway than I had before.

The rebuild started in 2026. This time it's different.

Original @trippsahoy TikTok — 107.8K followers
@trippsahoy · Original account · 2023

Get in Touch

Let's work together.

Partnerships, press, web design inquiries, or just a conversation.

trippsahoyy@gmail.com

Support

Show Some Love

If anything I'm building has added value to your life and you'd like to support me personally as a creator, I'm grateful. No pressure — ever.

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Venmo
@trippb22
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This is a personal support page. All contributions go directly to me as an individual — not to any business entity.