Podcasts2025-09-16T17:06:48+00:00

PODCAST

Mailbag: Trading Options? Think Again, Captain

July 17th, 2025|Tags: , , , , , , |

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.

No Empty Nest in Sight? How Pilots Can Still Land a Smooth Retirement

July 10th, 2025|Tags: , , , , , , |

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?

July 3rd, 2025|Tags: , , , , , |

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

June 26th, 2025|Tags: , , , , , , |

In this episode, Ryan delivers a “pilot report,” offering a timely look at today’s economic turbulence.

War, Rates & Real Estate—Plus Smart Money Moves for New Grads

June 19th, 2025|Tags: , , , , , , |

In this episode, Ryan delivers a “pilot report,” offering a timely look at today’s economic turbulence.

A Market Strategy for Pilots With Type A Personalities

June 12th, 2025|Tags: , , , , , , , , , |

Today we’re talking about Type A personalities. If you’re driven, competitive, and goal-oriented then you’re part of the club that often struggles during difficult markets.

Why The Psychology of Money Says Your Emotions Matter More Than Math

June 5th, 2025|Tags: , , , , , , |

This book isn’t just about money strategies. It’s about why we make the choices we make, even when they don’t seem to make sense.

PODCAST

Why Better Questions Build Better Retirements

December 11th, 2025|Tags: , , , , , , , , , , , , , , |

Most people think the key to better retirement planning is getting better answers, but Ryan argues it really starts with ask-ing better questions.

Planning for Retirement When You Marry Later in Life

December 4th, 2025|Tags: , , , , , , , |

Getting married in your 50s often means you’re combining lives, but not necessarily combining finances. How do you build a retirement plan together when you’ve both already built your own?

American Airlines Market-Based Cash Balance Plan: Should AA Pilots Opt-In?

November 19th, 2025|Tags: , , , , , , , , , , |

If you’re an American Airlines pilot, you’re facing a major decision: whether to participate in the newly announced Mar-ket-Based Cash Balance Plan.

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