The Pilot’s Advisor Podcast cover art

The Pilot’s Advisor Podcast

The Pilot’s Advisor Podcast

By: Ryan Fleming
Listen for free

Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey. We’ll teach both pilots and non-pilots what it takes to have a successful financial future. The Pilot’s Advisor Podcast® will answer your questions about 401(k)s, IRAs, taxes in retirement, long term care needs and much more.Copyright Ryan Fleming 2022 Economics Personal Finance Politics & Government
Episodes
  • What Your 4th of July Traditions Can Teach You About Money
    Jul 2 2026

    This year's Fourth of July carries a little extra weight as we celebrate 250 years of American independence, and that's worth a moment. But between the hot dogs, the parades, and the fireworks, we started thinking about how many of our favorite holiday traditions have a pretty natural financial parallel. So that's what Ryan’s doing today… and the comparisons might surprise you.

    Here’s what we cover in this episode:

    🎆 Market Volatility: Fireworks can be unpredictable

    🌭 Emergency Funds: Be ready when life happens

    🗽 Financial Freedom: Independence takes discipline

    📈 Long-Term Investing: Avoid speculation and gambling

    💰 Forced Savings: Consistency creates opportunity

    🛫 Pilot Planning: Freedom through preparation

    Retire Pilots - https://retirepilots.com

    Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/

    Pilot Tax - https://pilot-tax.com/

    The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

    Show More Show Less
    18 mins
  • SDBAs vs. Target Date Funds – The 401K Mistake Most Pilots Make
    Jun 25 2026

    If you're a pilot, there's a good chance your retirement savings are sitting in a target date fund you selected years ago and haven't thought about since. The problem is that the fund doesn't know anything about your pension, your spouse's income, your retirement timeline, or the unique challenges pilots face. In this episode, Ryan explores a little-known feature inside many 401(k) plans and shares research that may change the way you think about retirement planning.

    Here’s what we cover in this episode:

    📉 DIY Penalty: The cost of going alone

    🧠 Behavior Gap: Emotions hurt investor returns

    💧 Cost Leaks: Small expenses compound over time

    ✈️ SDBAs Explained: More options inside your 401(k)

    📋 Case Study: Personalized planning in action

    🚀 Pilot Advantage: Retirement planning beyond average

    Retire Pilots - https://retirepilots.com

    Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/

    Pilot Tax - https://pilot-tax.com/

    The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

    Show More Show Less
    26 mins
  • In Your 50s & 60s? Here's What "Risk" Should Look Like Right Now
    Jun 18 2026

    Many pilots assume that as retirement gets closer, they should automatically become more conservative with their investments. But according to Ryan, that's not always the right move. He explains why risk management has less to do with your age and more to do with your time horizon, income sources, and retirement goals. If you're trying to strike the right balance between growth, protection, and income planning, Ryan shares a valuable framework for thinking about risk.

    Here’s what we cover in this episode:

    ✈️ Risk Management: Matching risk to your situation

    📅 Time Horizon: Why age isn't the deciding factor

    ⚖️ Asset Allocation: Finding the right balance

    🚨 Common Mistakes: When being too conservative backfires

    💰 Income Planning: Building retirement paychecks

    Retire Pilots - https://retirepilots.com

    Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/

    Pilot Tax - https://pilot-tax.com/

    The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

    Show More Show Less
    9 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet