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This Week in Startups

E1141: CircleUp’s Ryan Caldbeck on the mental & physical toll of being a founder, why he stepped down as CEO & shared his struggle publicly

This Week in Startups

Jason Calacanis

Technology

4.41.3K Ratings

🗓️ 20 November 2020

⏱️ 60 minutes

🧾️ Download transcript

Summary

Read Ryan's Medium post: https://rb.gy/zep70h

Check out CircleUp: https://circleup.com

FOLLOW Ryan: https://twitter.com/ryan_caldbeck
FOLLOW Jason: https://linktr.ee/calacanis

Transcript

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1:02.0

Hey everybody,

1:04.0

hey everybody welcome to another episode of this week in

1:07.2

startups really excited to have today's guest on us because

1:11.4

uh... he's had a really interesting couple of years he's been through the

1:16.8

fire and unlike most founders who don't talk about the struggle and the absolute pain and suffering that

1:26.8

startups can be and often I think are most often painful he would agree.

1:32.8

He wrote, there's about 40 tweets about his experience.

1:38.8

He wrote a medium post and he shared,

1:42.0

most notably an email to a former board member and I'm going to briefly just outline why that was important as part of doing this. I told Ryan we talk about the big

1:56.0

picture and not obsess over the board member in question who has responded? Craig Shapiro from CoLab Fund did respond not to me but just

2:08.0

publicly on Twitter and the email to this board member was pretty brutal. It was incredibly candid and it outlined a board member who was insecure,

2:19.2

a board member who was disrespectful, a board member who didn't take the work seriously, who was

...

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