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Startup Therapy

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it.

Podcast · By Startups.com · English · Official site

Indexed episodes, last 90 days
6
Latest publication
Sep 8, 2026
Audience
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Earliest in this view
Jul 6, 2026

Latest episodes

  1. Episode · Sep 8, 2026

    We Need "Unfireable" Founders (opens the original)

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    Why do founders have to be “unfireable” for a startup to work? The episode argues that founding is the only job where you create the role yourself, have no real credentials, and will be wrong most of the time—yet you must keep going long enough to find the few bets that work. Unlike traditional executives who operate with guardrails, founders need extreme autonomy to make unconventional, often irrational decisions that can produce outsized outcomes, as illustrated with Steve Jobs, Elon Musk, and

  2. Episode · Aug 17, 2026

    How to be a Horrible Startup Advisor (opens the original)

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    Ever gotten startup advice that sounded like a fact—but was really just someone’s confident opinion? This episode breaks down why so much startup advice is dangerous, especially from well-meaning advisors who lack self-awareness about their bias and the weight their words carry. Ryan and Will unpack how founders, who often can’t tell “ground truth” from bravado, can be pushed into bad decisions by overconfident feedback—particularly from investors and local “yokels” with narrow worldviews. They

  3. Episode · Aug 3, 2026

    Which Version of Me is Coming to Dinner Tonight (opens the original)

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    Ever wonder which “version of you” should show up to dinner, a board meeting, or a team update? This episode breaks down why founders feel like they’re constantly auditioning different personas—optimistic forecaster, calm leader, guarded partner—because the honest answer (“I don’t know” or “we’re struggling”) can carry real consequences with investors, employees, customers, friends, and family. The conversation explores the difference between confidence about an uncertain future versus crossing

  4. Episode · Jul 20, 2026

    The Death of the Technical Cofounder (opens the original)

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    What if you could build a working prototype without giving away half your company? The episode argues that tools like Claude have ended the old “technical co-founder as early-stage gatekeeper” dynamic: founders used to need a developer to cross the first binary hurdle from idea to product, and some investors also pushed for technical co-founders before funding. Now, founders can ship prototypes in a weekend with an AI subscription, pushing the vulnerability window later and repricing equity. The

  5. Episode · Jul 14, 2026

    We Do What Other's Won't (opens the original)

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    What are you actually willing to do to get what you want as a founder? Using Will’s 6:00 a.m., 15-degree framing session and a dumpster-diving Bobcat mishap as metaphors, this episode breaks down what separates founders from everyone else: an “unreasonable” willingness to do hard, risky, uncomfortable things repeatedly—often without any guarantee of payoff. The conversation explores the real price founders pay (uncertainty, rejection, sacrifice, and daily grind), why high achievers used to clear

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