DiscoverModern CraftsmanNot Every Day is a Win
Not Every Day is a Win

Not Every Day is a Win

Update: 2025-09-25
Share

Description

Tyler gets honest about the seasons that beat you up -  money stress, mistakes, and imposter syndrome, and why those are the moments that actually forge better builders. This one's about leaning on your people, pushing through, and coming out with more grit and clarity.

Show Notes:
00:00 Cold open — don't fear the struggle
00:13 Intro: midweek + skipping the "state of the world"
01:59 Housekeeping: YT comments & newsletter
02:44 Why hard seasons become our favorite memories
08:16 Self-taught, scared to ask, imposter syndrome
09:38 Mistakes that cost time & money → growth
10:05 Becoming an adult, cresting the hill
12:53 Overwhelm and "this too shall pass"
15:36 Story #1: gaming school vs learning the lesson
21:09 Story #2: second kid, house sale, septic fail
22:30 Perspective: gratitude after the pain
23:09 Struggle builds closeness: marriage & friends
24:41 Why Modern Craftsman exists: find your people
30:40 Podcast as therapy/journaling
35:39 Two questions for you + wrap-up

Video Version: 
https://youtu.be/ldiHi0aC2-Y

 

Partners: 

Andersen Windows

Buildertrend

Harnish Workwear 

Use code H1025 and get 10% off their H-label gear

 

Comments 
00:00
00:00
x

0.5x

0.8x

1.0x

1.25x

1.5x

2.0x

3.0x

Sleep Timer

Off

End of Episode

5 Minutes

10 Minutes

15 Minutes

30 Minutes

45 Minutes

60 Minutes

120 Minutes

Not Every Day is a Win

Not Every Day is a Win

Modern Craftsman