I started this podcast so founders never have to guess alone. Or fake confidence in the boardroom.
I'm Jason Kirby. Four exits personally, now advising founders through their exits. Host of $100M Exits. Ask Your Board is what I wish I'd had when operating, giving me access to 100+ successful founders & investors on call to stress-test my hardest decisions before I take them to my investors, cofounders, or board.
A track record I actually earned
- CollegeStarted building
First company built in college at San Diego State. Never stopped.
- ×4Four founder exits
Sat on every side of the table — cold-emailing at 1am, scaling, and walking a 9-figure data room.
- $100M+Personal transactions
Led $100M+ across raises and exits for my own companies. Some the smart way. Some the hard way.
- NowFounder & CEO, Thunder.vc
FINRA-registered investment bank for VC-backed founders. $200M+ transacted for our clients across debt, equity, and M&A.
- 115+Host of $100M Exits
100+ interviews with founders, operators, and investors behind $10B+ in outcomes.
The question you can't ask your board but you can ask here.
Every founder has that list. Should I fire my cofounder. Am I underpricing the round. Is this term sheet a trap. Do I take the acquisition or push for one more year. Questions too raw for the board deck. Too consequential for Twitter. Too expensive to get wrong.
Most founders ask nobody. Or they ask the one advisor they trust and hope that single lens is enough. It usually isn't.
Ask My Board is the safe space to challenge your thinking with 100+ founders who've been exactly where you are, before you walk it into the boardroom.
My story, short version
I learned early that the gap between founders who get life-changing outcomes and founders who don't isn't talent or even ideas — it's capital strategy: when to transact, what to value it at, how to structure it, who to transact with, when to stop, and when to start.
I built Thunder to be the investment bank I wished existed when I was a founder — built by founders, for founders. And I built $100M Exits (and Ask My Board) so the lessons don't stay locked inside a $30k banker retainer.
Why this podcast exists
Most founder content is clickbait or press releases about $1B rounds. That isn't where most founders live, and it isn't where most life-changing wealth gets created. $100M Exits is for the other 99% — real conversations with founders, operators, and investors who've done it. Actual numbers. Actual diligence. Actual regrets.
Need a banker, not a board?
Thunder helps founders raise debt and equity, run M&A processes, and engineer the outcome they actually want. If that's where you are, tell us about your business.
Get your advisory board in Claude or ChatGPT
Create your account and ask 100+ nine-figure founders anything — directly inside the AI you already use. Cited answers, no tab-switching.
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