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How to be a Horrible Startup Advisor

Season 1 Episode 343 Published 7 hours ago
Description

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 share examples from pitch competitions and boardrooms, argue that delivery is often more harmful than the advice itself, and highlight “you might consider” as a simple way to add humility and optionality. The key takeaway: great advisors avoid ego, disclose uncertainty, and help founders synthesize perspectives rather than obey directives.


00:00 Why Advice Needs A Test

01:17 Confidence Becomes Fact

03:39 Pitch Judge Hyperbole

10:30 VC Power Dynamics

15:10 Advice Not Facts

17:03 You Might Consider

18:28 Conflicting Perspectives

22:53 Bias And Obedience

28:07 Do No Harm

32:59 Community Outro


Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

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