Episode #13: Managing Entrepreneur Syndrome:  episode artwork

EPISODE · May 29, 2026 · 15 MIN

Episode #13: Managing Entrepreneur Syndrome:

from Thinking Solo · host Ryan Derousseau, CFP®, EA

In today's episode, Ryan discusses an issue that both drives entrepreneurs and solopreneurs, but can also leave them later in life with very little to their name, other than the business they created. This is something he dubs entrepreneur syndrome, and it's the common strategy of only investing in the businesses you create, instead of diversifying out. It's something that takes hold in your 30s, and 40s, but you don't see the impact of the decisions until your 50s and 60s. By then, it's more and more difficult to recover. Ryan shares his thoughts on why this persists and ways to protect against the mindset, so you don't find yourself overly reliant on the business. At the end of the episode, Ryan also delves into his latest movie review: Indiana Jones and the Raiders of the Lost Ark, the 1981 classic from Steven Spielberg.Subscribe and stick around, and in the meantime… keep grinding!Connect with Ryan Derousseau, CFP®, EAEmail: [email protected]: https://www.linkedin.com/in/ryanderousseau/ Website: https://thinkingcapfinancial.com/

In today's episode, Ryan discusses an issue that both drives entrepreneurs and solopreneurs, but can also leave them later in life with very little to their name, other than the business they created. This is something he dubs entrepreneur syndrome, and it's the common strategy of only investing in the businesses you create, instead of diversifying out. It's something that takes hold in your 30s, and 40s, but you don't see the impact of the decisions until your 50s and 60s. By then, it's more and more difficult to recover. Ryan shares his thoughts on why this persists and ways to protect against the mindset, so you don't find yourself overly reliant on the business. At the end of the episode, Ryan also delves into his latest movie review: Indiana Jones and the Raiders of the Lost Ark, the 1981 classic from Steven Spielberg.Subscribe and stick around, and in the meantime… keep grinding!Connect with Ryan Derousseau, CFP®, EAEmail: [email protected]: https://www.linkedin.com/in/ryanderousseau/ Website: https://thinkingcapfinancial.com/

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Episode #13: Managing Entrepreneur Syndrome:

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This episode is 15 minutes long.

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This episode was published on May 29, 2026.

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In today's episode, Ryan discusses an issue that both drives entrepreneurs and solopreneurs, but can also leave them later in life with very little to their name, other than the business they created. This is something he dubs entrepreneur syndrome,...

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