
What Pilots Miss About Money Discipline
Today, Ryan explores how personal wiring, background, and mindset influence financial behavior. Drawing
Mailbag: Trading Options? Think Again, Captain
Today’s story is all too familiar: a pilot nearing retirement, intrigued by a cockpit conversation about options trading, only to watch his portfolio nosedive.
Wealth Watch: They Called Me Crazy – Now Look at the S&P 500
They Called Me Crazy – Now Look at the [...]
No Empty Nest in Sight? How Pilots Can Still Land a Smooth Retirement
Raising kids used to follow a predictable pattern: they grow up, move out, and you finally get the house to yourself. But for many pilots today, that “empty nest” moment keeps getting delayed.
Mailbag: Should You Sell Inherited Land to Pay Off Your Mortgage?
In this episode, Ryan answers a thoughtful listener question from Shirley, a pilot who recently inherited a parcel of land from her uncle.
The 4% Rule Just Changed—What That Means for Your Flight Plan to Retirement
In this episode, Ryan delivers a “pilot report,” offering a timely look at today’s economic turbulence.




