
Don't Be Afraid to Take Big Swings
03/14/22 • 30 min
In today’s Startup Therapy Podcast, Wil and Ryan talk about founders not taking risks. When you get stuck in one place, getting comfortable at where you are at right now and not taking swings because of the fear of missing a hit, then growth becomes a long shot. Successful Startups did not succeed because they fear failure. Success comes when the founder keeps taking swings and managing failure as they come because they’re focused on getting a hit!
Sign up for the Startups Newsletter
https://www.startups.com/newsletter
Resources:
- Startup Therapy Podcast
- https://www.startups.com/begin
- Join our Network of Top Founders
- Send an email to [email protected]
- Check in with us on LinkedIn | Wil Schroter | Ryan Rutan
What to Listen For
- 00:00 Intro
- 00:17 Why are we afraid to take big swings?
- 03:38 Is it a lie when you have the intent to back it up?
- 09:48 Will you be able to back up your commitment?
- 13:40 Take a big swing and manage failure
- 21:03 Doing nothing will only lead to a slow demise
- 25:09 The other side is you swing and hit
In today’s Startup Therapy Podcast, Wil and Ryan talk about founders not taking risks. When you get stuck in one place, getting comfortable at where you are at right now and not taking swings because of the fear of missing a hit, then growth becomes a long shot. Successful Startups did not succeed because they fear failure. Success comes when the founder keeps taking swings and managing failure as they come because they’re focused on getting a hit!
Sign up for the Startups Newsletter
https://www.startups.com/newsletter
Resources:
- Startup Therapy Podcast
- https://www.startups.com/begin
- Join our Network of Top Founders
- Send an email to [email protected]
- Check in with us on LinkedIn | Wil Schroter | Ryan Rutan
What to Listen For
- 00:00 Intro
- 00:17 Why are we afraid to take big swings?
- 03:38 Is it a lie when you have the intent to back it up?
- 09:48 Will you be able to back up your commitment?
- 13:40 Take a big swing and manage failure
- 21:03 Doing nothing will only lead to a slow demise
- 25:09 The other side is you swing and hit
Previous Episode

When Founders no Longer have Upside
In today’s Startup Therapy Podcast, Wil and Ryan talk about founders with no more upside left. Having new investors is good. Stacking up more funds to expand the company is good. Although it can turn dreadful real quick when as a founder you are left with no more room to grow. You get stuck in one spot, doing the same rigorous task day by day without any promising gains at all. Wouldn’t it be better if you get enough funding and still have more control over the decision making and better incentives?
Sign up for the Startups Newsletter
https://www.startups.com/newsletter
Resources:
- Startup Therapy Podcast
- https://www.startups.com/begin
- Join our Network of Top Founders
- Send an email to [email protected]
- Check in with us on LinkedIn | Wil Schroter | Ryan Rutan
What to Listen For
- 00:00 Intro
- 00:11 The average founder surprisingly only earns a single digit
- 08:28 The two separate roles: the founder and the owner
- 12:24 We keep assuming we’ll get incentives externally
- 20:08 Politics 101 during board meetings
- 25:08 We have to rely on consequence
Next Episode

I Failed. What Will People Think of Me?
In today’s Startup Therapy Podcast, Wil and Ryan talk about not thinking too much about what other people think. Our emotions are always valid especially when our ideas aren’t appealing enough or when our Startup fails to gain any momentum. We always worry about what other people might think of us and how they will see our failure. But the truth is, no one will remember. No one will care. No one, but you. So, dust it off and start creating a new narrative!
Sign up for the Startups Newsletter
https://www.startups.com/newsletter
Resources:
- Startup Therapy Podcast
- https://www.startups.com/begin
- Join our Network of Top Founders
- Send an email to [email protected]
- Check in with us on LinkedIn | Wil Schroter | Ryan Rutan
What to Listen For
- 00:00 Intro
- 00:43 When we go through these moments of failure
- 05:00 Founders dwell too much on what others think
- 16:24 No one actually remembers
- 21:40 Over some time, people will barely remember
- 26:54 Always create a new narrative
- 29:52 There is always a way forward
- 32:57 2 steps at telling a better narrative
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