Startup Therapy · 2026-06-23 · 55 min
What if building a company is the fastest way to find out what you’re actually capable of? This episode explores how startups don’t just get built by founders - startups build founders by forcing them into new roles like finance, sales, marketing, design, legal, and leadership, often before they feel ready. Will shares how real stakes (like cash flow and payroll) turned “I’m bad at math” into practical financial skill, and why getting to ~80% proficiency across key areas creates leverage, better decision-making, and protection against getting bullshitted. The conversation digs into how exposure and environment unlock hidden potential (from Lars Ulrich’s story to personal career turning points), why most “I can’t” is really “I haven’t,” and how repeated reps, feedback, and humility turn competence into confidence - plus a cautionary backup-dancer story about confidence without practice.
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