Episodes

  • Inside the Top Startup Accelerator, Y Combinator: YU founders Ken Book & Ari Wax of Fluid (Part 2)
    Aug 16 2023

    Ken Book and Ari Wax go deeper inside the “black box” of the Y Combinator process, explore how the process changed them as founders regarding assessing the quality of their ideas and the speed with which they operate, and describe the way in which their association with Y Combinator has changed things for their startup, Fluid Markets.

     For links to other content from Charlie and Dean Wasserman 
    https://linktr.ee/foundersdilemmas   

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    28 mins
  • Inside the Top Startup Accelerator, Y Combinator: YU founders Ken Book & Ari Wax of Fluid (Part 1)
    Aug 9 2023

    YU students Ken Book and Ari Wax gave up top investment banking opportunities to pursue their startup idea, persevered through rejection from investors and accelerators, and then achieved their dream of being accepted to the top accelerator in the world.  Learn their insights into battling Imposter Syndrome, how Y Combinator seems to decide which founders to admit, and what founders experience within Y Combinator.

     For links to other content from Charlie and Dean Wasserman 
    https://linktr.ee/foundersdilemmas  

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    24 mins
  • An IDF Veteran Founds a Drone Startup…then Again Founds 15 Years Later: Asaf Gilboa’s Insights #2
    Aug 2 2023

    IDF veteran, Harvard MBA, and now serial entrepreneur Asaf Gilboa continues taking us through the most important lessons he has learned.  They include: “We need strong views lightly held,” “’You can do anything but not everything’ is very true for startups,” and “Don’t build for miracles.”

     For links to other content from Charlie and Dean Wasserman https://linktr.ee/foundersdilemmas 

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    29 mins
  • An IDF Veteran Founds a Drone Startup…then Founds Again 15 Years Later: Asaf Gilboa’s Insights #1
    Jul 26 2023

    IDF veteran and Harvard MBA Asaf Gilboa takes us through the most important lessons he learned as a young founder, then honed while working for Amazon and Bridgewater Associates (with their very different mindsets and cultures), and is now applying in his second startup 15 years later.

      For links to other content from Charlie and Dean Wasserman 
    https://linktr.ee/foundersdilemmas 

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    25 mins
  • Multi-exit founder Eli Portnoy, Pt. 2: How to Make Your Startup Fundable, How and When to Sell
    Jul 19 2023

    Eli Portnoy, who has founded and sold two significant startups and is working on a third, continues with how to develop an initial idea into a company that will be of interest to venture capitalists, takes us inside the process and challenges of selling your company, and delves into why he’s diving into a third venture now (and with what new Big Idea).

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    34 mins
  • Multi-exit founder Eli Portnoy, Pt. 1: Why Founders Need an MBA, How to Find & Hone a Big Idea
    Jul 12 2023

    Eli Portnoy, who had TechStars’ biggest exit at the time and recently sold another important company, delves into why as an experienced entrepreneur he still went back to school to get an MBA, and the process he has developed to find three very different Big Ideas and hone them into salable companies.

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    26 mins
  • Inside Israel’s Largest Startup Incubator, with MassChallenge-Israel Director Yonit Serkin, Part 2
    Jun 21 2023

    In these two episodes, former managing director Yonit Serkin takes us inside her career path to becoming the head of Startup Nation’s largest incubator, the application process for being admitted to MassChallenge, what separates the ones that make it, and the differences and challenges of being a founder in Israel vs. in the U.S.

    Produced by Uri Westrich

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    27 mins
  • Inside Israel’s Largest Startup Incubator, with MassChallenge-Israel Director Yonit Serkin, Part 1
    Jun 14 2023

    In these two episodes, former managing director Yonit Serkin takes us inside her career path to becoming the head of Startup Nation’s largest incubator, the application process for being admitted to MassChallenge, what separates the ones that make it, and the differences and challenges of being a founder in Israel vs. in the U.S.

    Produced by Uri Westrich

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    29 mins