The Pilot’s Advisor Podcast

Markets Plunge on Trump Tariff News – How Should You Invest?

The news of Trump’s tariffs has caused global markets to go into a tailspin, and that means panic has started to set in for many investors. Seeing red numbers across your portfolio is never easy, but what if you saw this as an incredible opportunity rather than a time to get out of the market?
Today we’ll talk about how long-term investors can use these dips as a chance to increase contributions and take advantage of short-term volatility.
Here’s what we cover in this episode:
📉 Market downturns = buying opportunities for the long-term
💰 Increase contributions during market dips to maximize growth
🛑 Don’t let panic lead to rash decisions
🧳 Plan for sequence of returns risk and the impact of market volatility on retirement
 
Retire Pilots - https://retirepilots.com
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Pilot Tax - https://pilot-tax.com/
The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

Is 2025 A Bad Time To Retire?

Is 2025 a bad year to retire? With headlines swirling about market volatility, federal layoffs, and a possible recession, it’s a question many pre-retirees—especially pilots—are asking. If you were targeting this year for a retirement date, let’s find out if Ryan thinks pilots should still retire or put their plans on hold.
Here’s what we cover in this episode: 💼 Retirement plans should include built-in protection for volatility🔁 Diversification and risk alignment are critical pre-retirement steps🧠 Don’t make emotional decisions—stick to the plan📊 A good plan works whether the market is up, down, or sideways
 
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

Market Corrections: Panic or Opportunity?

With markets off to a volatile start in 2025, many investors are feeling uneasy. But should you be worried? Ryan took a break during a recent trip to an advisor conference to share some thoughts on the recent market pullback, explaining why it’s normal, healthy, and even an opportunity for long-term investors.
If you’re concerned about the latest market turbulence, please reach out and let’s have a discussion.  
Here’s what we cover in this episode:
0:00 - Intro
1:00 – Fear and greed
3:27 – Buying opportunity
5:51 – It’s like flying
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

Should You Stay in Cash or Keep Investing in Your 401k?

The thought of a market crash will often make investors rethink their portfolio and move into cash. That’s what one American Airlines pilot reached out to us about recently. He has concerns about the market so half of his 401K is in cash, but now he wants to know when he should start investing it again. Today we’re going to answer that question and have a broader discussion about the risks of trying to time the market.
Here’s what we cover in this episode:
0:00 - Intro
0:32 – Today’s question
2:50 – Changes as you approach retirement
7:22 – How investing has evolved
8:45 – Conservative doesn’t equal safe
 
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

Financial Lessons from the Past 6 Months & Early 2025

We haven’t lacking headlines over the past six months but the craziness can provide some valuable lessons for investors. In this episode, we take a closer look at the recent fluctuations in the financial markets and the emotional responses of investors during turbulent times.
Understanding the purpose of your investments is crucial. Many investors fall into the trap of reacting impulsively to headlines, often overlooking the bigger picture of their financial goals. By focusing on long-term strategies, you can mitigate the emotional turmoil that often accompanies market fluctuations.
Here’s what we cover in this episode:
0:00 – Looking back on 2024
1:00 – Bumpy start to 2025
2:12 – Emotional reactions
4:30 – Maintaining a long-term view
6:29 – The best investors
8:58 – Understanding the market
 
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
 

America Has a Major Retirement Savings Problem

In an era where retirement depends on an individual’s ability to save, the statistics tell us that America has a real problem. Ryan saw a few stats on tv recently that raised some major concerns, and it’s time to address the root of the issues. Today we’ll share the numbers that caught our attention and talk about the steps pilots need to be taking to ensure they aren’t falling behind.
Here’s what we cover in this episode:
0:00 - Intro
1:30 – Are pilots in better shape?
3:58 – Savings tools
8:13 – Forced discipline
11:15 – Getting help
 
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

Retirement Lessons from Andy Reid: Super Bowl-Worthy Financial Strategies

Fresh off another Super Bowl appearance, Andy Reid is a legendary head coach known for his strategic brilliance and leadership in the NFL. But what if we told you that his insights could also apply to financial planning and retirement strategies? In our latest podcast episode, we’ll share four bits of wisdom from Andy Reid draw parallels between his coaching philosophy and essential financial lessons. 
Here’s what we cover in this episode:
0:00 - Intro
2:20 – Quote 1
3:49 – Quote 2
4:58 – Quote 3
7:23 – Quote 4
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

Market Timing vs Active Trading

This video explains why trying to time the market is a risky and often costly strategy for investors. It highlights how emotional decision-making, fear, and greed lead to buying high and selling low—hurting long-term returns. Historical data shows that missing just a few of the market’s best-performing days can drastically reduce overall gains. Instead of market timing, experts emphasize the benefits of a disciplined, long-term investing approach focused on diversification and staying invested.
The key takeaway: time in the market beats timing the market.
 
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

DeepSeek Market Volatility: What Investment Lessons Can We Learn?

The stock market saw a huge pullback in the technology sector with the arrival of DeepSeek, a new Chinese AI platform. What lessons should we be learning from what’s happening in the market and how does this change investment strategies?
Today we’re joined by Lee Hyder of Lee Hyder & Associates to discuss the emotional reactions that often accompany such news and how they can lead to impulsive decisions among investors.
Here’s what we cover in this episode:
0:00 – DeepSeek market pullback
3:00 – What did we learn?
7:12 – One powerful lesson to remember
10:38 – Strategies for 2025
12:37 – Emotional decisions
18:08 – DIY investors
23:09 – Are you aggressive enough?
26:47 – Evolving with technology
32:21 – Fees vs Returns
 
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

The #1 Investing Lesson For Pilots From 2024

Ryan Fleming, The Pilot’s Advisor, shares the #1 lesson he learned about investors in 2024: successful investing isn’t sexy or flashy.
Forget stock picking, market timing, or chasing the next big thing. Ryan explains why disciplined, diversified investing is the real key to long-term wealth—and how trying to “get rich quick” often leads to losing it all.
 
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