Skip to content
Listen & Learn · The Wealthy Pilot's Podcast

The pilot finance show — weekly.

Clear, honest conversations about pilot retirement, tax strategy, and the plans most advisors never touch. New episodes every week — before your 6 a.m. show.

NEW THIS WEEK

Welcome to The Wealthy Pilot's Podcast

Where the math actually crosses over on maxing the 401(k), and what to do with the next dollar instead — plus the questions pilots ask me at the gate.

YouTubeSpotifyApple PodcastsiHeartAmazon Music
Recent episodes
EP 47
NEW Tax strategy
When to Stop Maxing the 401(k)
EP 46
Retirement
The 65 Cliff: Sequence-of-Returns Risk for Pilots
EP 45
Delta
Delta DPSP, Explained Without the Jargon
EP 44
Plan design
United PRAP vs. Delta DPSP: The Real Differences
EP 43
Tax strategy
Roth Conversions in a Down Year — Worth It?
EP 42
Retirement
Lump Sum or Annuity? A Captain’s Decision Tree
Field Notes

Read the latest.

Market Insights 2026-03-11

Geopolitical Tension: Invest or Pull Back?
Never miss an episode

Subscribe wherever you listen.

New episodes weekly on Apple, Spotify, YouTube, iHeart, and Amazon Music.

Subscribe on YouTube All articles →