All Episodes

What's Your Career Worth? 2026 Updates - Airline Compensation & Trends with Kit Darby

How to Prepare for Retirement During Turbulent Times

Discipline First, Freedom Later: A Pilot-to-Pilot Money Conversation

When Do Pilots Need More Than Automation? What to Do When Your Financial Life Gets More Complex

Our listeners have saved nearly $40,000 - What you need to know for real estate transactions this year

Q&A: Roth, 401a, and DAF Strategy

Should Southwest Pilots Take Their NEC As Roth?

Is Money Ruining Your Relationship?

2025 In Review - What To Expect in 2026

FedEx & UPS Loss of Medical - How do they compare?

Opt In or Out? American Airlines Market-Based Cash Balance Plan Explained

The IRS Wants More: Understanding the 2026 Changes

Focus on WIN: What's Important Now?

How Much Should I Be Saving Right Now? Plus - Special Promo! Save Even More on your Next Real Estate Transaction

Approaching Year End: What Should I Be Thinking About?

Real Estate Without the Headaches: DSTs for Pilots

Is your 401k a Scam?

How will the New Tax Bill Affect Your Bottom Line?

What Happens If I Lose My Medical At United Airlines

What Happens If I Lose My Medical At Southwest Airlines

What Happens If I Lose My Medical At Delta Air Lines

Tim Shares Big News + Real Estate Market Trends with Kevin Walker

What Happens If I Lose My Medical At American Airlines

Don't Let Market Turbulence Derail Your Financial Goals

Tax-Savvy Investing for Pilots: A Deep Dive into Oil & Gas

Flying West: Preparing Your Estate as a Pilot

Pilot in Command: Navigating Market Turbulence

Maximizing Real Estate Savings: A Pilot's Guide with Kevin Walker

2025 Retirement Update: What Pilots Need to Know

Pilot’s Portfolio: What’s Changing in 2025?

Best Of Season 1

Wrap Up Your Year: Key Financial Moves Before 2024 Ends

Rates Have Dropped, Should I refi? Mortgage Tips with NMLS 2498573 Bobby Baker

Optimizing Benefits: Open Enrollment Strategies for Pilots

Real Talk for Transitioning Veterans with Nik Fialka

Helping Hurricane Helene Victims | Operation Airdrop

Take Command of Your Coverage: Aircraft Insurance Tips for Pilots

Investing During An Election: Should You Shift Your Strategy?

Aircraft Ownership: The Cost Beyond The Purchase

Q&A Episode | Should I Buy My House Outright With Cash?

Aerial Acquisitions: How to Finance Your Dream Aircraft

Can I Retire on My Company's NEC Part II

From Cockpit to Capital: Real Estate Investing with Tait Duryea

Q&A Episode | How Do I Maximize TSP and Airline 401k?

Mastering Money & Mindset With Jennifer Bower

I’m Not Contributing to my Airline 401k - Will I Have Enough For Retirement?

Charting a Course to Financial Independence: A Pilot's Guide

Holding Short of Impulse Buying

One Pilot-Family’s Financial Planning Journey

What Does Playing Monopoly Have in Common with Financial Planning?

Tax Planning Tips Using Real Estate

You Make Too Much To Contribute To a Roth IRA - Now What?

How to Navigate an Aviation Down-Turn

My Side Hustle Blew Up! What Can I Do About Taxes?

Flight Plan for Your Paycheck: Unveiling Business Aviation Compensation

How To Maximize Your Airline Career + 2024 Contribution Limit Updates

What's Your Career Worth? Airline Compensation & Trends with Kit Darby

Welcome to the Pilot Money Podcast