Oren Strategic Advisors LLC

Oren Strategic Advisors is an AI strategy consultancy based in Jacksonville, Florida. We work exclusively with solo operators and small teams, the businesses that are too often overlooked by enterprise-focused consultants and too constrained for trial-and-error.

Our model is simple: we advise before we recommend. Every engagement starts with understanding your business, its workflows, its constraints, its people, before we ever discuss a specific AI tool or platform.

The result is a strategy that's built for your reality, not a generic framework dressed up with logos.

Stephen Booth
Founder & Principal Advisor

Stephen Booth is a technology and operations leader with experience spanning managed IT services, real estate, and business leadership. Based in Jacksonville, FL, he founded Oren Strategic Advisors to bring practical, honest AI guidance to the businesses that need it most — small teams with real constraints and real deadlines.


Stephen's approach is rooted in his work at iVenture, a Jacksonville-based MSP serving SMBs, where he has seen firsthand how AI adoption goes wrong when strategy is skipped in favor of speed. Oren Strategic Advisors is his answer to that gap.

How we work with every client.

Strategy before software.

We never lead with a tool recommendation. The right software is the answer to a strategy question, not a substitute for one.

Honest assessment.

We'll tell you when AI isn't the right answer, or when you're not ready for it yet. Trust requires honesty, even when it's not what you came to hear.

Practical over perfect.

The best AI strategy is the one your team will actually execute. We build plans that fit your capacity, not ideal-world scenarios that look good in a deck.

No vendor relationships.

We don't take commissions or referral fees from any AI platform or software vendor. Our only obligation is to your outcome.

Small teams, full attention.

We work with a small number of clients at a time. That's intentional. Every engagement gets real thought, not a recycled framework.

Results you can measure.

We define success before we start and track it as we go. If something isn't working, we say so early, and fix it.

Let's have an honest conversation.

A free 30-minute consultation. We'll talk about where you are, where you want to go, and whether we're the right fit to help.

Schedule a Consultation