Jan Diehl has been playing professionally since he was 12 years old. Saxophone, clarinet, flute, bass — 50 years of gigs, 35 years as a music educator, and more wisdom per sentence than most podcasts deliver in an hour.
I showed Jan my app. He told me he'd never use it. And he's right — because Jan isn't who I built it for. I built it for the version of me in 2015. The guy with 142 gigs that year, making $3.85 an hour without knowing it, losing his family to the grind while thinking he was doing everything right.
This conversation is honest, funny, and practical. Jan talks about showing up an hour early, why gigs are relationships not transactions, and what he wishes every gigging musician understood from day one.
📲 Download The Money Gigs free:
iOS: https://tinyurl.com/yc3hnxbs
Android: https://tinyurl.com/46vbt69h
🌿 This episode is sponsored by TryFloral — THC beverages in 2.5, 5, and 10mg varieties. Visit tryfloral.com/themoneygigs for your discount.
If this episode gave you something, share it with one musician who needs to hear it. That's how this show grows.
You can support the podcast as well:
https://www.buzzsprout.com/2509891/support↗️
Support the show
Support the show by visiting our sponsor (and get a deal!):
TryFloral THC Beverages https://tryfloral.com/themoneygigs
Copyright (c) 2026 MoneyGigs, LLC