About Me

Coach, Founder, Entrepreneur

Rick Chastain

I’m not your typical coach.

I don’t hand you answers—we uncover them together. That’s how you develop clarity, resilience, and self-awareness.

I rarely give advice. Why? Because you know more than you think you do.

What I do is ask meaningful, sometimes uncomfortable questions—about you. This habit of self-inquiry is the most powerful tool you’ll carry forward from our sessions.

I’m a co-active coach, which means we do the work side by side.

I shamelessly believe in your potential. Enough to challenge you—and hold you accountable—as you reach for it.

What Sets Me Apart?

I’m a founder, just like you. I’ve built multiple companies from the ground up, including:

  • Qbd Dimensional Marketing

  • rezora (Co-Founder, a Techstars-backed SaaS platform)

  • Legacy Sports Group

  • Thrive Human Coaching

Some ventures lead to successful exits. Others... not so much.

I’ve lived highs and the hard lessons —and I bring that real-world wisdom into every session.

I’m Professionally Trained — and Deeply Experienced

  • Certified by the Fielding Graduate School of Evidence-Based Coaching

  • Certified by the International Coaching Federation

  • In private coaching pactice since 2018

  • Advanced degrees in Business and Experiential Learning

  • Master’s in Mental Health Counseling (in progress)*

  • Six decades of lived experience— I understand the life stages you’re navigating

*In our sessions we won’t do mental health counseling, but we will integrate psychological insight in ways that are safe, ethical, and deeply supportive.

Coaching for founders of early-stage companies.