Top 7 Mistakes Founders Make in Raising Early Stage VC w/ Amir Shevat (Edu)

Top 7 Mistakes Founders Make in Raising Early Stage VC w/ Amir Shevat (Edu)

Author: Yaniv Bernstein and Chris Saad July 7, 2025 Duration: 53:40

Are you sure your startup should be raising venture capital?


Most founders assume VC is the goal—but for many, it's the wrong fuel entirely. In this episode, we bust that myth wide open.


Join Yaniv Bernstein and Chris Saad as they sit down with Amir Shevat, General Partner at Darkmode Ventures (ex-Google, Slack, Twitter), to unpack the seven most damaging mistakes founders make when raising early-stage capital. With over 65 investments under his belt and a front-row seat to the inner workings of Silicon Valley, Amir offers a brutally honest, insider view into what separates fundable startups from fundraising disasters.


In this episode, you will:

  • Discover why some startups should never raise VC in the first place

  • Learn how to avoid “dumb money” and pick the right investors

  • Avoid cap table disasters that scare away future capital

  • Understand the dangers of under- or over-raising and how to size your round

  • Spot red flags in investor side letters that could poison your future

  • Master the art of time-boxing your raise and managing investor timelines

  • Build stronger investor relationships—even when they say “no”

This is a must-listen for any founder preparing to raise capital—or wondering if they should at all.


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Key links

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The Startup Podcast website: https://www.tsp.show/episodes/


Learn more about Chris and Yaniv

Work 1:1 with Chris: http://chrissaad.com/advisory/

Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/

Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/


Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur

Intro Voice: Jeremiah Owyang https://web-strategist.com/


#VC #VentureCapital #StartupFunding #Funding #TheStartupPodcast #SiliconValley #TechStartup


For founders tired of abstract theory and looking for the concrete mechanics of building a high-growth company, The Startup Podcast offers a direct line to actionable knowledge. Hosts Yaniv Bernstein and Chris Saad bypass the usual interview format to deliver focused masterclasses and tactical advice drawn from their own decades in the trenches. Each episode digs into a specific challenge, whether it's navigating the nuances of raising Venture Capital, refining product strategy, or engineering sustainable growth. This isn't about general inspiration; it's a practical guide to adopting the distinct mindset and operational approaches that fuel Silicon Valley-style disruption. Listeners will find a clear roadmap covering the essential pillars: strategy, marketing, product development, and beyond. By consistently translating complex concepts into executable steps, this podcast serves as a vital resource for entrepreneurs determined to move beyond idea and into execution. Bernstein and Saad's combined experience provides a trusted foundation, making each session feel like a focused workshop aimed at building something that truly changes the game.
Author: Language: English Episodes: 100

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