Trail Hub

One Table. The Right Operators. The AI Conversation That Doesn't Exist Yet.

A one-day working session at Old Parkland for CEOs making real AI decisions — no vendors, no slides, and no one in the room who doesn't run a company.

Old Parkland, Dallas 9 AM – 3:30 PM 12 Seats
Request an Invitation

Who's at the Table

There is no room in Texas built for operators to compare notes on AI — honestly, with real numbers, at their scale. This is that room.

CEOs running $50M–$500M companies in Texas. Manufacturing, energy, logistics, healthcare, professional services. Every person at the table carries a P&L. No consultants. No vendors. No one who got sent by their boss.

68% of CEOs say peer conversations are their most trusted source for technology decisions — McKinsey 2024
91% of mid-market companies are using generative AI in some form — RSM 2025
25% have it working in core operations. The gap is what this room is for. — RSM 2025
Request an Invitation

What Happens at Trail Hub

Old Parkland, Dallas. 9 AM to 3:30 PM. Laptops open. Every person in the room is working.

You arrive with the AI question your business is actually facing. You sit across from operators dealing with the same one. The session is structured but not scripted — calibration rounds, live tool work, and peer pressure-testing of what each CEO is building, buying, or ignoring.

You leave knowing what operators at your scale are actually doing with AI — and with a short list of moves configured for your business, not a stack of business cards.


What This Is and What It Isn't

Your AI strategy should not come from the same deck that got sent to 500 other CEOs.

What you are getting now
What happens at Trail Hub
A new consulting deck forwarded by a different CEO every week
Operators who tested it telling you what held up
Trend reports designed to make you feel behind — and hire the firm that wrote them
Peers at your scale showing you where you actually stand
Viral articles that turn into weekend experiments and go nowhere by Tuesday
A short list configured for your business
Conferences with 400 badges and one useful hallway conversation
A small room, one table, no audience

Who Runs This

Jeremy Sweek and Jeff Jensen. Jeremy built Darcy Partners — innovation forums that connected Fortune 500 energy companies with emerging tech. Jeff has been building with AI since before it was a boardroom topic and holds a PhD in computer science. Both are entrepreneurs and investors through a family holding company.

Jeremy is in Dallas, Jeff is in Houston — young families, planted in Texas for the next 20 years. They kept having the same AI conversation with operators across their network — what's real, what's not, what to do next.

TRAIL Hub is that conversation with the right people at one table. They are in the session, not on a stage.


Request an Invitation

Twelve seats. Jeremy reads every request personally and responds by email within 48 hours. This is not a registration form — it is the start of a conversation.

By submitting, you agree to be contacted about this invite-only event.