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What Would I do Differently

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Manage episode 464759681 series 2690257
Content provided by Startups.com. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Startups.com or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.

In this episode of The Startup Therapy, Ryan Rutan and Will Schroter explore the 'what if' scenarios that often preoccupy founders. Will shares personal milestones, showing how taking bigger risks shaped his journey. They discuss the hidden costs of success, the pitfalls of romanticizing alternative outcomes, and the importance of realistic risk assessment. The key takeaway? Embrace risk to avoid the regret of missed opportunities.

Sign up for the Startups Newsletter
https://www.startups.com/newsletter

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:

00:07 – Reflecting on milestones and 'what ifs'
00:44 – The risks and rewards of entrepreneurship
04:00 – A hilarious temp job experience
07:34 – The reality of alternate paths
09:02 – The danger of romanticizing 'what ifs'
13:48 – The cost of success
15:29 – Building a realistic mental model
16:18 – Stop guessing and get real answers
16:26 – The cost of staying in a job you hate
17:30 – Should you stay or leave?
18:10 – The true cost of success
19:12 – The hindsight trap: romanticizing outcomes
21:56 – Learning from failure and modeling risk
22:55 – Zirtual acquisition: a case study in risk
28:47 – Surviving failure and moving forward
31:35 – Avoiding regret and embracing risk

  continue reading

295 episodes

Artwork

What Would I do Differently

Startup Therapy

83 subscribers

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Manage episode 464759681 series 2690257
Content provided by Startups.com. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Startups.com or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.

In this episode of The Startup Therapy, Ryan Rutan and Will Schroter explore the 'what if' scenarios that often preoccupy founders. Will shares personal milestones, showing how taking bigger risks shaped his journey. They discuss the hidden costs of success, the pitfalls of romanticizing alternative outcomes, and the importance of realistic risk assessment. The key takeaway? Embrace risk to avoid the regret of missed opportunities.

Sign up for the Startups Newsletter
https://www.startups.com/newsletter

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:

00:07 – Reflecting on milestones and 'what ifs'
00:44 – The risks and rewards of entrepreneurship
04:00 – A hilarious temp job experience
07:34 – The reality of alternate paths
09:02 – The danger of romanticizing 'what ifs'
13:48 – The cost of success
15:29 – Building a realistic mental model
16:18 – Stop guessing and get real answers
16:26 – The cost of staying in a job you hate
17:30 – Should you stay or leave?
18:10 – The true cost of success
19:12 – The hindsight trap: romanticizing outcomes
21:56 – Learning from failure and modeling risk
22:55 – Zirtual acquisition: a case study in risk
28:47 – Surviving failure and moving forward
31:35 – Avoiding regret and embracing risk

  continue reading

295 episodes

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