Andrew Ackerman — founder, investor, mentor, and teacher. He’s built startups, run accelerators, invested in 70+ companies, and written The Entrepreneur’s Odyssey, a business novel described as “Lean Startup meets The Alchemist.”
IN THIS EPISODE
- “Success if…” — the simple heuristic that forces clear tests and prevents wasted cycles.
- Coachability done right: “Well‑reasoned, loosely held” opinions that adapt to better data.
- Story over directives: why advice wrapped in true stories lands—and sticks.
- The SeatGeek lesson: a pre‑conversion test that saved a dead-end model and revealed a winning path.
- Founder peer circles: the “campfire that gets you” (accelerators, cohorts, and communities).
- Brutal honesty as a kindness: how to invite the feedback you really need.
- Career arcs and timing: when to jump, when to stabilize, and how life context matters.
KEY IDEAS & FRAMEWORKS
- “This is a success if…” Define victory before the test. If you can’t, don’t run it.
- Well‑reasoned, loosely held: have a thesis, but change it when new evidence arrives.
- Test the buy signal early: price page + “Upgrade” click beats features you haven’t built yet.
- Make data unavoidable: put numbers in LOIs/pilot plans so outcomes are unmistakable.
- Find your campfire: surround yourself with founders who “get it” and will be candid.
MEMORABLE QUOTES
- “Give people permission to be brutally honest. It’s a greater kindness to hear what’s wrong now than to waste two years on it.”
- “The same advice wrapped in a true story lands better—and founders actually act on it.”
- “Define success up front. If you don’t know what a win is, don’t run the test.”
RESOURCES
ABOUT ANDREW ACKERMAN
Andrew is a founder turned investor, accelerator managing director, professor, and author. He’s invested in 70+ early-stage startups and led programs at Dreamit. His book, The Entrepreneur’s Odyssey, teaches startup lessons through story—making the hard parts memorable and actionable.
ABOUT THE BULLISH LIFE
Hosted by Eric Burns, founder of Flowers Capital and former Cincinnati firefighter turned commercial real estate professional. We challenge the traditional script, dismantle limiting beliefs, and help you move—today.
What is The Bullish Life?
The Bullish Life is a podcast for anyone who's done everything "right"—but still feels like something's missing.
Hosted by Eric Burns, founder of Flowers Capital and former Cincinnati firefighter turned commercial real estate professional, this show challenges the traditional narrative of success and explores what it means to live life on your own terms.
If you're tired of trading time for money and ready to explore alternative paths to wealth and freedom—this podcast is for you. This is where we challenge the traditional script and explore what's possible.
The Bullish Life will help you recognize your options and give you permission to move.
It's about the boldness to define your own success and experience life along the way, not just at retirement.
New episodes drop daily. Deep dives drop weekly.
Ready to explore alternative paths to wealth and freedom? Visit FlowersCapital.com