4.9 • 1.1K Ratings
🗓️ 15 May 2025
⏱️ 25 minutes
🧾️ Download transcript
In this episode, Tyler talks about how fear of failure — not lack of skill or ambition — often shapes the decisions we make in business and life. Inspired by an off-road racing article, he reflects on how even top performers can be driven more by avoiding loss than by chasing success, and what that means for contractors navigating their own path.
Show Notes:
Reflecting on Fear of Failure (0:00)
Caleb Russell's Retirement and Return (1:37)
Personal Reflections on Fear of Failure (3:50)
The Pressure of Being the Best (7:00)
Tyler Grace's Consulting Services (10:16)
The Importance of Preparation and Self-Acceptance (12:48)
Monthly Online Workshops (21:05)
Final Thoughts and Encouragement (24:16)
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0:00.0 | I think if we focus more on who we are, what we're doing, preparing ourselves and less about the results. |
0:06.5 | And ensuring that we position ourselves in a place, whether it's our business, our personal life, that we don't have regrets, |
0:12.0 | then we're just going to be right where we deserve to be. And we have to be okay with that. |
0:20.2 | What's up, everyone? Welcome back to another midweek modern craftsman. |
0:25.0 | This is going to be a couple weeks late here, but I'm recording this podcast on May 6th, |
0:31.1 | which is my wife's 40th birthday. I married an older woman. Don't let her hear me saying that, but hop over to |
0:42.4 | her Instagram and wish her a happy birthday, better late than never. So in this week's midweek, |
0:48.0 | I'm reflecting on an article about off-road racing legend Caleb Russell. And you don't have to know who he is, and this |
0:57.7 | article is not about off-road racing. It's about something that he said in that article that it resonated |
1:04.9 | deeply with me. So it's about his surprising decision to retire early despite being at the top of his game. |
1:14.3 | And it talks about his honesty, about the fear of losing. And that really sparked some |
1:20.4 | personal reflection on how fear of failure can shape your choices, even when you are an individual who's driven to succeed. |
1:30.2 | So I'm going to explore how that fear shows up in business, competition, and life, |
1:34.8 | and how we can work through it to hopefully reach our full potential. |
1:40.4 | So I was recently reading this article, trying to stay off my phone at night, sitting in bed, reading a magazine with Selby. |
1:49.9 | And it's about this off-road racer, Caleb Russell. |
1:53.3 | Hugely successful. |
1:54.7 | I think he won like eight GNCC titles in a row. |
2:01.1 | You know, if he had 90 races in that eight years, he won 63 of them. |
2:04.9 | He had like a 66, 70% winning percentage, just somewhat unheard of. |
2:10.5 | And at 30 years old, he decided to retire when he was really at the top of his game. |
2:17.4 | And honestly, young enough to continue was really at the top of his game. |
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