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

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 ht...

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

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

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).

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.

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

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

A three-part series breaking down the lunchtime panel from Dean Wasserman’s Angel Investor Bootcamp, which was moderated by Charlie Harary and featured angel investor Moshe Neuman (Valued Ventures), entrepreneur turned investor Andrew Ackerman, and founder Kumesh Aroomoogan of Accern (who has raised funding from nearly 200 angels). Produced by Uri Westrich

A three-part series breaking down the lunchtime panel from Dean Wasserman’s Angel Investor Bootcamp, which was moderated by Charlie Harary and featured angel investor Moshe Neuman (Valued Ventures), entrepreneur turned investor Andrew Ackerman, and founder Kumesh Aroomoogan of Accern (who has raised funding from nearly 200 angels). Produced by Uri Westrich

A three-part series breaking down the lunchtime panel from Dean Wasserman’s Angel Investor Bootcamp, which was moderated by Charlie Harary and featured angel investor Moshe Neuman (Valued Ventures), entrepreneur turned investor Andrew Ackerman, and founder Kumesh Aroomoogan of Accern (who has raised funding from nearly 200 angels). Produced by Uri Westrich

In Part 2 of his interview with Charlie Harary and Dean Noam Wasserman, Waze cofounder Uri Levine describes why the team initial refused Google’s offer then accepted a revised one six months later, the founding motivations of frustration and revenge, and his experiences with venture capitalists. Produced by Uri Westrich

In this interview with Charlie Harary and Dean Noam Wasserman, Waze cofounder Uri Levine delves into the inception of the idea, the difficulty but importance of focusing on solving a problem rather than pushing a solution, and founding-team dynamics. Produced by Uri Westrich

Dr. Jonathan Donath delves into leadership and entrepreneurial lessons he learned from his two founding experiences. He discusses the evolution of his professional career as a chiropractor, his dilemmas about selling his practice, and his recent transition from owner of a private practice to employee in a larger healthcare company. Produced by Uri Westrich

After founding a successful private practice, Dr. Jonathan Donath had an idea for a non-profit that would collect $1 per day from thousands of donors and distribute the funds to a different recipient every day. That idea became Daily Giving, which in 4 years has distributed $7.5 million to dozens of charities. Jonathan discusses the lessons learned from both founding experiences and some of the unique challenges he faced along the way. Produced by Uri Westrich

Charlie Harary and Dean Noam Wasserman explore which founder’s dilemmas are universal and which only apply to high-potential startups, with implications for for-profits vs. non-profits, small businesses, and family businesses. Produced by Uri Westrich

Charlie Harary and Dean Noam Wasserman tackle a listener question about the impact of pivots on the startup and the team, and examples of Lean Startup being applied at Sy Syms. Produced by Uri Westrich

Prominent founder-CEO Gilles (Yaakov) Gade joins Charlie Harary and Dean Noam Wasserman (and the Sy Syms Honors Program students) again to discuss why an innovative visionary is attracted to regulated industries, how he was able to found tech-heavy Cross River Bank without having a tech background, and other founding challenges he has faced. Produced by Uri Westrich

Prominent founder-CEO Gilles (Yaakov) Gade joins Charlie Harary and Dean Noam Wasserman (and the Sy Syms Honors Program students) to explore the power of focusing on values, how to maintain that focus despite explosive growth, how R’ Jonathan Sacks zt”l shaped the founding of his company, and other founding dilemmas he has faced at Cross River Bank. Produced by Uri Westrich

Charlie Harary and Dean Noam Wasserman delve further into the aftermath of the IPO through which Julie Feder led Aura Biosciences, the challenges of career dedication and Julie’s solutions to those challenges, and finding meaning and impact through a career in finance. Produced by Uri Westrich