Real conversations with founders, entrepreneurs, and business builders. No fluff — just raw insights on building, scaling, and the lessons learned along the way
Why Hitting Your Big Milestone Feels Completely Normal | Nat Burman
What if the day you hit your biggest number feels like any other day? Nat Burman joins Founders Roundtable to talk about staying steady through the highs and lows of building a business.
9 Aug 2026
Pro Skater to Millionaire Mayor — Mikey Taylor on Wealth, Identity & Building What Lasts
Mikey Taylor went from being a pro skateboarder with no college degree to selling a brewery to Miller Coors, becoming the Mayor of Thousand Oaks, and building a real estate investment firm with over 700 investors.
But the most interesting part of his journey? It wasn't the money that changed him. It was losing his identity after making it.
In this episode of Founders Roundtable, Mikey gets completely real about what success actually looks like, why wealth is silent, and what separates founders who build something lasting from those who burn out chasing the wrong thing.
What we cover in this episode:
Going from pro skater to entrepreneur with zero business experience
Selling his brewery to Miller Coors and the identity crisis that followed
Why wealth is silent and spending is not success
How he built a 700+ investor community through Instagram and YouTube
The biggest lie social media tells young entrepreneurs about money
Why he believes you invest in the jockey not the horse
The long term generational mindset that changed everything for him
How to build a business that runs without you
The 70% rule for delegating to your team
What he would tell his 20 year old self
This is not a highlight reel. This is the real journey.
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26 Jul 2026
From $2,300 in the Bank to Building an Empire, Shawn Finnegan on Relationships, AI & the Real Game of Business
What happens when you lose everything - $1.5 million gone, payroll due tomorrow, $2,300 left in the bank?
In this episode of Founders Roundtable, we sit down with Sean Finnegan — Director of Partnerships, serial entrepreneur, and the man who walked into Kevin O'Leary's office in freezing Toronto and walked out with a partnership deal.
Sean doesn't talk theory. He talks about the real moments that broke him, rebuilt him, and eventually made him one of the most connected entrepreneurs in the game.
In this episode, we cover:
How Sean went from $1.5M to $2,300 and still made payroll
The exact pitch strategy he used to land Kevin O'Leary as a partner
Why AI is not replacing human connection — it's creating more time for it
The referral mistake 90% of founders are making right now
Why "the riches are in the follow-through" and how to actually execute it
His X Room networking group that's generated millions in business deals
The one mindset shift that separates founders who make it from those who don't
Whether you're just starting out or already scaling, this episode will change how you think about relationships, money, and what it really takes to build something that lasts.
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