Founder's Dilemmas
Founder's Dilemmas
Charlie Harary and Noam Wasserman
The podcast is based on a best-selling book, The Founder’s Dilemmas, and is grounded in rigorous research into how to avoid the typical startup pitfalls. Co-hosted by Dean Dr. Noam Wasserman (Yeshiva University's Sy Syms School of Business) and Charlie Harary (entrepreneur, CEO, professor and radio host).
“After the Firing”: Should the Founder Stay in the Startup, and Other Make-or-Break Questions
After a founder is replaced as CEO, should s/he stay as a lower-level executive, or would thatbe the worst scenario? Charlie Harary and Dean Noam Wasserman delve into “The Day Afterthe Firing” and how that critical transition can be make-or-break for the startup & the founder.
Sep 7, 2022
22 min
“You’re Firing Me as Parent of My Baby?”: The Paradox of Entrepreneurial Success
Why do successful founders get fired? What are the early signs that it might happen to you?The paradox of entrepreneurial success is that your success might result in losing control andbeing replaced. Charlie Harary and Dean Noam Wasserman delve into this difficult reality.
Aug 31, 2022
23 min
Q&A: “Do Successful Founders Mislead Us?”
A listener asks if it is worthwhile to read books about or by successful founders. Charlie Harary and Dean Noam Wasserman discuss the importance of reading with a critical eye, extracting parts we can emulate while avoiding implicit pitfalls & unrealistic aspects of the success.
Aug 24, 2022
13 min
Equity Splits Q&A: “Is the idea worth anything? Are all 50/50 splits wrong?”
Diving deeper into Rewards and founders’ equity splits, Charlie Harary and Dean Noam Wasserman tackle listener questions: Is the startup’s idea valuable, or is the value really “99% perspiration”? Should all 50/50 equity splits be avoided? 
Aug 17, 2022
22 min
Financing Dilemmas and Rich vs. King Tradeoffs
One of the most important decisions is how to finance the startup.  For instance, self-fund or raise outside money?  Dean Wasserman introduces a structured way to think about this and other “Rich vs. King” tradeoffs you will face, and delves into it with Charlie Harary.
Aug 10, 2022
30 min
“Should I double-down on my bet?” The Truth About Entrepreneurial Persistence
Does entrepreneurial persistence separate success from failure, or is it actually doubling down and digging yourself a deeper hole? Charlie Harary and Dean Noam Wasserman tackle the truth about persistence – virtue or vice? – in startups and in life.
Aug 3, 2022
28 min
Founding Questions and Answers, Part 1
Charlie Harary and Dean Noam Wasserman tackle listeners’ burning questions about pre-founding and building the founding team. For instance, should you wait for the perfect time to found? Solo found or have three cofounders? Give equity to employees?
Jul 27, 2022
25 min
Reward Dilemmas: Splitting the Equity
Along with allocating Roles, you have to allocate Rewards – most notably, ownership stakes. What are the pitfalls and best practices for doing so? A 50-50 split seems fair and simple, but does it breed success? Charlie Harary and Dean Wasserman tackle this contentious topic.
Jul 20, 2022
29 min
"But I Want to be CEO!": Roles and Decision Making
How should you allocate titles and how should you make decisions as a team? Your early decisions could result in gridlock, heightened tensions, inefficiency, and fighting. Dean Noam Wasserman and Charlie Harary dive into Roles and Decision Making dilemmas.
Jul 13, 2022
32 min
Relationship Solutions
The relationships you tap in forming your founding team can introduce significant Playing With Fire risks for the team. Having covered the most notable of those risks in our previous episode, Charlie Harary and Dean Noam Wasserman delve into the best ways to reduce those risks.  What Firewalls can you build to protect your most cherished relationships from the damage caused by Playing With Fire? What are the best ways to proactively tackle the elephants in the room that you loathe to discuss? 
Jul 5, 2022
32 min
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