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Entrepreneurship

Episodes of The Web Talk Show covering Entrepreneurship. 5 episodes exploring this topic through interviews with industry professionals.

5 episodes

EP 093

Are Entrepreneurs the Worst Planners?

Rebecca Irey, founder and CEO of Blue Skye Financial, explains why so many entrepreneurs skip financial planning and get hit with a surprise bill at year end, and how to pick an advisor who plans ahead.

Sep 12, 2026 · 50:27 · with Rebecca Irey
Financial PlanningTaxesEntrepreneurship +2
EP 088

He Built a Dating App That Has No Swiping (Here's Why)

Richard Decker, founder of Authenti, explains why his dating app drops swiping and public profiles, and why he thinks real connection should start before anyone sees your photo.

Jul 22, 2026 · 44:30 · with Richard Decker
Dating AppsEntrepreneurshipAI +2
EP 077

90% of Your Net Worth Is in Your Company. That's a Problem.

Steven Pivnik spent 26 years building and selling his own technology company. He explains why most founders have nearly all their wealth locked in one illiquid asset, and how to plan a real exit.

May 11, 2026 · 1:01:44 · with Steven Pivnik
Exit PlanningMergers and AcquisitionsEntrepreneurship +2
EP 075

Time and Temperature: The Science of Zero Carb Pizza

Omar Attia explains why food brands fail when they scale too fast, what consumer founders get wrong about retail readiness, and why protecting a process can matter more than protecting an idea.

Apr 17, 2026 · 49:13 · with Omar Attia
Consumer Packaged GoodsRetail GrowthEntrepreneurship +2
EP 073

Your Business Is an Asset, Not Your Baby: Lessons from a Capital Strategist

Tyrus O'Neill explains why founders need to think like capital strategists, how to position a business for real investment, and why emotional attachment can block growth or exit opportunities.

Apr 12, 2026 · 1:00:04 · with Tyrus O'Neill
Capital StrategyBusiness GrowthInvestment Readiness +2