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.
Spring is in the air and for some, that means it's time for spring cleaning. Marie Kondo is considered an expert in tidying and decluttering, and wrote the book, “The Life-Changing Magic of Tidying Up.” In today's episode, Ryan brings a Marie Kondo-inspired approach to finances, helping you declutter, get organized, and let go of what no longer “sparks joy.” Here's what we cover in this episode:
Ryan just got back from the New York Stock Exchange, and he's sharing what it was like to stand on the floor during the iconic closing bell. Go behind the scenes to learn more about the modern trading environment, one that's quieter, more high-tech, and dominated by algorithms. Ryan discusses what percentage of trades are now executed by computers, and what that means for volatility, investor behavior, and long-term planning. Here's what we cover in this episode:
When the market is crashing, it's easy to feel like you're the only one who's ever felt this anxious. But the truth is, some of the greatest investors in history have lived through chaos, and they left behind wisdom that still applies today. In this episode, Ryan responds to wisdom from experts like Warren Buffett, Benjamin Graham, and Jack Bogle to remind us how to think, act, and stay grounded when everything feels uncertain. Here's what we cover in this episode:
April Fool's Day is all about jokes and pranks, but when it comes to retirement planning, getting fooled can cost you real money. Today, we're uncovering the beliefs that fool retirees and pre-retirees into making bad financial moves. Ryan unpacks the financial “pranks” people may fall for—from too-good-to-be-true returns to myths about Social Security, taxes, and healthcare in retirement. Here's what we cover in this episode:
When it comes to investing, are you picking winners or just playing favorites? In this episode, Ryan breaks down how our emotional biases, gut instincts, and misplaced confidence can sabotage even the best financial intentions. Using bracket-building and sports betting as a metaphor, Ryan explores how chasing individual stocks is a lot like guessing tournament upsets: unpredictable, addictive, and often disappointing. Here's what we cover in this episode:
What does Augusta National have in common with your retirement plan? A lot more than you think. Ryan uses the game of golf—and the iconic Masters Tournament—as a powerful metaphor for achieving retirement success. We drive into key takeaways, like why consistency leads to better retirement results as opposed to risking it all for a “hole-in-one” and how diversification is just like using a full set of clubs. Here's what we cover in this episode:
If there's ever been a great example of why you stay invested and avoid trying to time the market, it would be these recent market movements from tariff news. After days of sharp declines, the announcement that there will be a 90-day pause on tariffs for 75 countries and increased pressure on China led to an instantaneous pop upwards. In this quick update, we'll discuss how emotional decision-making can derail a portfolio and the hidden risks of going to cash. Every day of big gains or sharp losses is a reminder of the power of discipline and the cost of hesitation. Here's what we cover in this episode:
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:
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:
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
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
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
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
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
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
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
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
Imagine you could read your financial advisor's mind before you even walked through the door for the first time. What would they want you to know? In this episode, we bring you the game-changing insights financial pros wish every saver and investor understood. Discover the four crucial insights that can transform your retirement planning and investment strategy. From understanding real risk potential and the motivations behind financial information to the value of long-term planning and the comprehensive nature of financial planning beyond just investments, this episode can benefit pilots at any stage of their career. Here's what we cover in this episode: 0:00 – Intro 1:17 – Real risk potential 3:20 – Understanding the motivation of information 5:56 – The value of long-term planning 7:05 – More than just investments 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
In this episode, we dive into the question of timing 401k contributions and whether it's as risky as timing the market. The discussion explores strategies for maximizing contributions, including the pros and cons of contributing early versus waiting for market conditions to improve. Key topics include the impact of market volatility, the importance of long-term investing, and why dollar-cost averaging can be a smart approach. Ultimately, the goal is to ensure you're consistently maximizing your 401k to take full advantage of retirement savings, regardless of market fluctuations. Here's what we cover in this episode: 0:00 - Intro 0:32 – Investing is for the long-term 1:12 – Maxing out your 401k 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
When we start talking about Generation X and Millennials and how their planning is going to be different from Baby Boomers, we have some pretty significant adjustments to make. If you haven't evolved with the changing financial world we live in, then you need to check out this video with Ryan. Join us to learn about the critical need for embracing technology and AI in managing investments. The days of passive strategies and simply building a diversified portfolio are being challenged by the rapid advancements in trading technologies and the increasing complexity of financial markets. If you're a Gen X pilot who wants to be as prepared as possible, check out today's show. 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
People are often told not to worry about a market crash when they're younger because time is on their side, but what happens when you no longer have the benefit of a long time horizon? Should you take the threat of a market correction or crash differently? In today's episode, Ryan shares insights on the importance of understanding time horizons over age and highlights the common pitfalls pilots face, such as over-reliance on the S&P 500. Here's what we cover in this episode: 0:00 - Intro 1:41 – At what age do you need to worry about a market crash? 3:45 – The average employee vs. pilots. 7:15 – Closing thoughts 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
Money market funds have been a go-to option for many pilots, especially during periods of rising interest rates. They offered a seemingly safe haven with attractive returns compared to traditional savings accounts. However, as the Fed begins to cut rates, the allure of these funds is being questioned. Today we'll share insights on whether these funds still hold value in today's economic landscape. Here's what we cover in this episode: 0:00 - Intro 1:04 – Will money market funds lose popularity? 3:08 – Outpacing inflation 4:05 – Retirement toolkit 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
Let's tackle a question that many retirees ponder: Is living off dividends a viable retirement income strategy? Investors will often look to dividends as a source of income in retirement so let's talk about the potential pitfalls and benefits of relying solely on dividend-paying stocks. Tune in as Ryan explains the role of dividend investing in his eyes and shares other strategies to consider when it comes to funding your retirement. Dividends are just one tool you can utilize to reach your income goals so understanding the various strategies is essential in planning. Here's what we cover in this episode: 0:00 - Intro 1:56 – Other strategies to consider 2:48 – Closing thoughts 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
This is a special edition of the Pilots Advisor podcast with Ryan Fleming. He had a recent guest appearance on the Wealth Warehouse podcast where Ryan shared essential insights for pilots nearing retirement or planning for the future. In the episode, he breaks down effective strategies for building stability through tools like dividend-paying whole life insurance. And he discusses the critical concept of seeing sequence of returns risk, a factor that can significantly impact retirement savings if not managed properly. Here's what we cover in this episode: 0:00 - Intro 1:17 – Accumulation phase 5:06 – Whole life policies 9:07 – Insurance costs 15:14 – Be your own banker Watch the full interview on Wealth Warehouse: https://www.youtube.com/watch?v=kzGH5wXPDXQ 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
As a pilot, you've spent countless hours navigating the skies, managing complex flight systems, and ensuring the safety of your passengers. But when it comes to navigating your retirement, there's often more questions than answers. In this episode, Ryan answers a critical question from a listener about flying until 65 or whether there is flexibility to retire earlier? Here's what we cover in this episode: 0:00 - Intro 0:28 – Practice retirement. 2:21 – Social Security. 4:13 – Planning for the unexpected. 5:31 – Taking the first step. Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
As a pilot, you've spent years mastering the complexities of flight. But when it comes to planning for retirement, do you find yourself asking, "How do I know?" Understanding the right questions to ask and finding the answers is crucial for securing your financial future. In this episode, we dive deep into the essential retirement planning questions every pilot should be asking. Here's what we cover in this episode: 0:00 - Intro 6:49 – Figuring out how much income you'll need for retirement. 9:17 – How much should you have in savings? 12:40 – Determining your risk tolerance. 15:28 – Fees. 17:35 – Finding the right advisor. 19:53 – What is Ryan looking for in a client? 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
Today we have a special edition of the show where we're going to share Ryan's recent appearance on the Wealth Warehouse show with David Befort and Paul Fugere. David is the Founder/CEO of Max Performance Financial. He founded the company with the mission of educating people on the truths about money. Paul, on the other hand, is an Active Duty U.S. Army officer who graduated from Norwich University in 2002 with a B.A. in History and again in 2012 with a MA in Diplomacy and International Terrorism. Here's what we cover in this episode: 0:00 - Intro 2:37 – Your 401k custodian 5:23 – What drew Ryan to infinite banking? 9:32 – Life insurance considerations 14:13 – Planning for retirement 18:32 – The retirement toolkit 22:15 – Setting up your children for financial success 27:53 – Getting the government out of your finances when possible. Check out the Wealth Warehouse YouTube channel: https://www.youtube.com/@Thewealthwarehousepodcast Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Pilots are always looking for investing strategies that can help them grow their money and we've introduced quite a few people to Howard Capital Management. Today we are going to share our experience with their investments and why it might be worth considering if you want something a little different than the traditional funds. Here's what we cover in this episode: 0:00 – Intro 1:35 – Howard Capital 4:17 – A different approach 7:59 – Managing expectations 15:11 – Equities vs real estate 17:11 – Embracing volatility Connect with Lee: https://www.leehyder.com/ Learn more about Howard Capital: https://howardcmfunds.com/ Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
As we move past Memorial Day and into the summer, we're excited to welcome back Lee Hyder of Lee Hyder & Associates today to reflect on where the market currently stands and the investing strategies pilots should be focused on for long-term success. We always appreciate the perspective Lee brings to the show and wanted to get his deep thoughts on a few different topics. During this episode, he shares his insights on diversification, the importance of staying in the market, and the pitfalls of emotional investing. Plus, we dive into some amusing personal anecdotes and Lee's take on Bitcoin. Here's some of what we discuss in this episode: 0:00 – Intro 1:17 – Memorial Day recap 7:41 – What's going on with the market 11:17 – Investing inefficiencies 15:13 – Recent flight experience 19:13 – Secrets to building long-term wealth 27:26 – What makes investors unhappy? 31:40 – Bitcoin Connect with Lee: https://www.leehyder.com/ Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Retirement planning doesn't have to be overwhelmingly complicated. In fact, it doesn't have to be as complicated as most people tend to make it. In this episode, we're going to unravel some of the unnecessary complexities that are often woven into the fabric of retirement advice. Ryan will debunk some of the myths, simplify some strategies for us, and uncover the beauty of simplicity and straightforward planning. Pilots need to create redundant systems in retirement planning like they do when flying, and that's what we want to highlight today. Here's what we cover in this episode: 0:00 - Intro 0:55 – Update on Ryan's mom 2:57 – Who is responsible for complicating things? 6:54 – Traits that pilots possess 8:50 – Where pilots trip up the most 14:55 – Steps to simplify things 20:32 – How we help pilots simplify Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Some people just need a reality check when it comes to understanding their retirement. Today, we'll explore why a realistic approach to retirement, inclusive of financial planning and the potential for unexpected challenges, is crucial. We'll take a look at four different examples of times when expectations don't match up with reality for pilots, and Ryan will share his expertise to help you get a better understanding of the complexities that we address in planning. Here's what we cover in this episode: 0:00 – Intro and personal up 2:06 – Manage your expectations 6:02 – Changing expenses 12:05 – Making adjustments 14:04 – Don't be too proud to get help Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Every generation likes to talk about how much harder things used to be when they were kids. Like all of the people who used to have to walk five miles to school, in the snow, uphill both ways. But they had at least one thing that was EASIER…and that was retirement planning. Here's what we cover in this episode: 0:00 – Intro 2:21 – Change from generation to generation 3:30 – Company loyalty 4:51 – Housing market 6:30 – Reliance on personal savings 8:58 – Investment options 10:07 – Interest rates 15:03 – Healthcare costs 18:00 – Sandwich generation 24:11 – Education Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Are you planning for your retirement with the confidence that you're making all the right moves? In today's episode, we'll unveil the crucial income planning mistakes that could jeopardize your retirement. Tune in to ensure your retirement strategy is foolproof against common pitfalls and ready to secure your financial future. Here's what we cover in this episode: 0:00 – Intro 4:38 – Planning to be retired for years instead of decades 6:39 – Starting Social Security too early 11:59 – Assuming bonds will be your main source of income 14:06 – Ignoring the impact of inflation 17:19 – Forgetting to create lifetime income streams outside of Social Security 17:19 – Failing to review and adjust your plan regularly Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Being a better investor doesn't require you to spend hours and hours researching the latest trends and market data. The most important change people can make is taking emotions out of their decision-making. It's much easier said than done, which is why we see people make these same emotional mistakes time and time again. We're excited to bring on Lee Hyder of Lee Hyder & Associates today to discuss this common challenge that pilots and other investors face when managing their finances. Why do we repeat these mistakes and what can we do to remove emotions from our investing? We'll explore that in this video and provide you with some guidance on how to overcome this emotional pitfall. Here's some of what we discuss in this episode: 0:00 – Intro 0:22 – Emotional investing 2:32 – Being active doesn't mean more success 6:30 – Advice for pilots 9:00 – Watching someone make mistakes Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Today we're going to catch up with Coach Fedora to reflect on a successful career in the sport. We want to hear some of his best stories about Air Force and other stops, but we'll also talk about life off the field as well. From a social media picture that went viral to a weightlifting scare, this show will cover a lot of ground with someone we respect highly. Plus, we'll get his opinion on the state of college football and whether he's happy to be enjoying retirement rather than being back on the grind in this new landscape. Here's what we cover in this episode: 0:00 – Intro 0:50 – Championship team at Air Force 4:34 – Position coach vs Head coach 7:45 – Demar Dotson story 10:26 – Managing different personalities 12:46 – Differences coaching at Air Force 14:09 – Favorite recruiting stories 16:36 – Enjoying retirement 21:02 – Social media photo 22:53 – How he met his wife 27:10 – Handling adversity 30:21 – Turning 60 and the workout accident 36:05 – Where he draws motivation from 40:39 – Meeting Michael Jordan 46:12 – Red Bull 48:14 – Current landscape of college football Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Delta paid out a large profit-sharing bonus this month, which is great for those pilots who received a check on Valentine's Day. The question we get a lot when these bonuses get paid is what should you be doing with it? We wanted to shoot this short video to provide some general guidance for pilots who have some extra money to invest or save. It might not be specific advice but it should give you some ideas for how you'll use the bonus. We'd love to talk to you more about your investment strategies if you have additional questions. Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
We're excited to bring on Lee Hyder of Lee Hyder & Associates today to share insights and stories from 30+ years of experience. Join us as we go back and forth on the highs and lows investors face, underscoring the need for resilience and a long-term outlook when building a portfolio for retirement. We spend the first part of the how discussing fees and how you should approach them with your investment portfolio. Who wouldn't pay a percent or two to get an extra three or four percent return? That's part of what you should be evaluating and we'll get Lee's insight on how he evaluates investments for clients. Plus, let's take a look at the S&P 500 and why it isn't the way to get true diversification in your portfolio. Here's some of what we discuss in this episode: 0:00 – Intro 0:49 – Howard Capital portfolios 7:21 – S&P 500 10:33 – Educating pilots 12:27 – Distribution phase 14:23 – Final wisdom from Lee Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Everyone wants to know. Will the economy boom or bust in 2024? Join us as we explore a range of expert predictions, from the shifting trends in housing prices to the looming question of a potential recession or stock market crash. We'll balance our discussion with both optimistic and pessimistic perspectives from an array of sources to give you a comprehensive view. Ryan will also weigh in with his own perspective on each of the financial topics so tune in to navigate the uncertainties and opportunities of 2024's economic landscape and equip yourself with knowledge for the year ahead. Here's some of what we discuss in this episode: 0:00 – Intro 2:55 – The stock market in 2024 13:04 – The economy in 2024 15:32 – Housing in 2024 Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
We're excited to bring on Lee Hyder of Lee Hyder & Associates today to share insights and stories from 30+ years of experience. Join us as we go back and forth on the highs and lows investors face, underscoring the need for resilience and a long-term outlook. Here's some of what we discuss in this episode: 0:00 – Intro 2:41 – Keeping up with change in the industry 4:07 – Using technology to trade 6:58 – Returns 13:26 – Managing expectations 16:56 – Greed vs Fear About our guest: https://www.leehyder.com/ Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
This episode is going to delve into the significant new Tentative Agreement for Southwest Airlines pilots and break it all down so you know the most important details. By the end of the show, you should be up-to-date on the impact and the implications of the TA. We've invited Captain Robert Ecklund of Southwest Airlines to talk about some of the key aspects of the contract that's coming out, including compensation, disability benefits, retirement plans, and the implementation schedule. We'll focus on some of the intricacies of the cash balance plan, the exceptional disability benefits and that compensation increase. Stay tuned after our conversation with Rob because we'll bring on Zach Smith, Managing Partner, CPA to dive into all the tax details so you'll have a better idea of what this could mean on your bottom line. Here's some of what we discuss in this episode: 0:00 – Intro 1:45 – Guest intro 5:36 – Overview of the TA 7:03 – Cash balance plan 11:35 – Changes in disability 17:30 – Company contributions 21:55 – Tax rates 26:22 – Compensation details 33:30 – TA Tax implications with Zach Smith from Pilot-Tax Connect with Pilot-Tax: https://pilot-tax.com/ Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Sometimes it's hard to make financial sacrifices when the reward might not be seen until several years in the future, but the idea of delayed gratification is at the core of retirement planning. In this episode we'll talk about some of the situations where you might be inclined to take the immediate benefit when you should really consider the delayed rewards. Here's some of what we discuss in this episode: 0:00 – Intro 3:55 – A lesson instilled 4:32 – Passing up the company match 7:01 – Saving in tax-deferred accounts 9:33 – Emergency fund 11:55 – Pulling out of retirement account early 15:15 – Home maintenance and upgrades 17:38 – Social Security 20:36 – Health check-ups 23:16 – Working with an advisor Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
The goal for the show today is to provide you with a broad picture of being offered and share some things from our research that Delta pilots should be aware of and think through. Plus, we'll offer some alternative options to this GVUL policy for pilots looking for a safe asset. If you're just looking for a quick cliff notes version of what we discuss, skip to the final few minutes to hear us summarize all of our thoughts. Also, make sure you check out this sequence of returns explanation Ryan recorded to understand this risk: https://www.youtube.com/watch?v=vSsR7Km5XRw Here's some of what we discuss in this episode: 0:00 – Intro 2:15 – What is this new policy and what is it replacing? 4:50 – The difference between term life and permanent life? 7:38 – 3 reasons why a Delta pilot might want to do this. 12:42 – The cons for this specific GVUL option that you need to be aware of. 21:52 – What could cause a policy like this blow up? 23:59 – Alternative options 33:02 – Structuring the policy for someone that isn't concerned about the death benefit. Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
The idea we've been exposed to about investing is that our money can only be in one place at a time, right? That's all we've ever heard, but that's not exactly true. Your money can work for you in two different places thanks to the Infinite Banking Concept. It's a strategy that we've previously discussed with today's guest, Dave Befort, but today we want to dive into how to truly harness the power of being your own bank. Here's some of what we discuss in this episode: 0:00 – Intro 4:24 – The Infinite Banking Concept 7:59 – Why Dave does this 14:45 – The amount the average person pays towards debt 18:52 – Using this vehicle to replace a Roth 21:46 – Having access to your money 25:13 – Why should a pilot consider this? 32:49 – Why Ryan won't invest in any fixed income again 35:57 – How do you get to a point where you're putting all your money in here? Learn more about Dave: https://maxperformancefinancial.com/about/ Read ‘Becoming Your Own Banker' by Nelson Nash: https://www.amazon.com/Becoming-Your-Own-Banker-Infinite/dp/B001NZO1DS Resources for Pilots: Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Many of the FedEx and UPS pilots still have a pension and they often ask what to do about the survivor benefits. Many of them are inclined to lean towards the 50% survivor benefit, but that's not typically the best option. To help us explore some of these other options, we've invited Dave Befort onto the podcast today. He's an expert in the Infinite Banking Concept for pilots as well as many other aspects of retirement, and we're going to talk today about different survivor benefit options and how they play into your overall retirement strategy. Dave believes strongly in using life insurance to help you control your money and he'll explain some of these strategies in this video. #pilotlife #infinitebanking #survivorbenefits Here are some of the highlights from this episode: 0:00 – Intro 2:06 – The math behind the 50% survivor benefit 6:02 – The questions you need to be asking 12:02 – Another option: permanent life insurance 19:35 – The benefits of the Infinite Banking Concept 22:49 – Tax strategies 29:24 – Sequence of return risk Learn more about Dave: https://maxperformancefinancial.com/about/ Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
We've talked about it some already on the show, but the South Carolina Coaches for Charity event has become a passion of ours. The money raised goes to help some outstanding charities, including the Fisher DeBerry Foundation started by Ryan's former head coach. Our goal for the 2023 event was to pour our time and effort into helping the organizers continue to grow the event and build on the success they've already seen. To help us do that, we brought in Steve Sharp of Sharp Digital Marketing. He's the man behind everything we do at The Pilot's Advisor and his expertise made a huge impact on results for this year's Coaches for Charity event. We spent a little time with Steve after the event to talk more about what we were able to do and what we thought about the way everything turned out. Plus, we wanted to introduce him so you could learn more about someone who has been a big part of our growth here on the show. Here are some of the highlights from this episode: 0:00 – Intro 3:11 – Background on South Carolina Coaches for Charity 8:08 – Feeling of being a part of a team again 13:26 – The kids meeting Steve 17:01 – The work Steve did with the coaches' event 21:40 – The Community MVP we honored 24:45 – An emotional night for Coach DeBerry Learn more about Steve: https://sharpdigitalmarketing.com/ Learn more about Coaches for Charity: https://southcarolinacoaches.com/ --------------------------------------------------------------------------------------------------------- Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
Imagine being addicted to meth and leading an organized crime ring, only to be arrested and sentenced to life in prison. That was the reality for our guest today, the best-selling author and motivational speaker Damon West. His story of transformation is unlike any other, filled with tales of resilience, hope, and a unique perspective on life that only prison walls could provide. He went from being a college quarterback with a bright professional future in business to a life sentence in a matter of years. But a prison mentor named Mr. Jackson changed his life with the coffee bean message. We met Damon during the South Carolina Coaches for Charity event this summer and were blown away by his remarkable story. That's why we wanted to bring it hear and share it with you. Since leaving prison in 2015, he's spoken to college football teams like Clemson, Alabama, Oklahoma and expanded in a way that requires him to travel 24 days out of each month. His life-altering insights are a testament to the power of change, and the strength of the human spirit to rise above adversity and we're excited to share that with you today. Here are some of the highlights from this episode: 0:00 – Intro 1:50 – His life of drugs and crime 15 years ago 3:47 – How ‘be a coffee bean' started 8:09 – Success since being paroled 12:41 – His first encounter with Dabo Swinney 17:42 – Talking to the Clemson football team 19:24 – How the coffee bean message exploded Learn more about Damon: https://damonwest.org/ Check out some of his appearances here: https://damonwest.org/resources/ South Carolina Coaches for Charity: https://bit.ly/3Ro0Dog Resources: Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://bit.ly/3ZmZsaX Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2
In this episode, we construct a helpful conversation about the role of real estate in a retirement strategy, exploring everything from rental income to reverse mortgages. Whether you're a pre-retiree with a portfolio of properties or just curious about leveraging your home equity, this discussion offers thoughtful insights for anyone navigating the crossroads of real estate and retirement. Home Equity Video: https://vimeo.com/848469893 Show Notes & Info: Retire Pilots Website - https://retirepilots.com/ Retirement Toolkit - https://retirepilots.com/toolkit-2/ Pilot Tax - https://pilot-tax.com/
Are you nearing “retirement age”? If so, let's explore that pivotal question you'll soon face: Should you retire or continue working? We'll unravel the intricacies of this decision, addressing both financial and emotional aspects, and help you find out if you're truly ready to retire. Show Notes & Info: Retire Pilots Website - https://retirepilots.com/ Retirement Toolkit - https://retirepilots.com/toolkit-2/ Pilot Tax - https://pilot-tax.com/
Legendary football coach Fisher DeBerry joins Ryan to discuss the South Carolina Coaches for Charity Event. This year might be the biggest event yet. Listen to learn about their mission. You can also learn more online at https://southcarolinacoaches.com and if you're nearby, consider attending the annual gala on Monday, July 17, 2023. Show Notes & Info: Retire Pilots Website - https://retirepilots.com/ Retirement Toolkit - https://retirepilots.com/toolkit-2/ Pilot Tax - https://pilot-tax.com/
Are you a golfer? Even if you're not, the game of golf can teach us valuable lessons about retirement planning. For example, hitting a hole-in-one might be thrilling, but it won't necessarily guarantee your overall success. And just like you need different clubs in your golf bag to play a round, you need a well-balanced approach to your investments in retirement. But perhaps the most important lesson from golf is the value of having a caddy. In retirement planning, a financial advisor can help you navigate the hazards and make the most of your financial "clubs." Tune in to this episode to learn more about how the game of golf can help you plan for a successful retirement. Here's a link to the "golf" Dude Perfect battle video we mention during the show: https://www.youtube.com/watch?v=heIKaaamvdc Show Notes & Info: Retire Pilots Website - https://retirepilots.com/ Retirement Toolkit - https://retirepilots.com/toolkit-2/ Pilot Tax - https://pilot-tax.com/
Today we are joined by Dave Befort, CEO of Max Performance Financial and IBC practitioner. In this episode, Dave will explain how utilizing IBC can enhance retirement planning by eliminating the risk associated with a sequence of returns and offering a volatility buffer. Learn how borrowing tax-free income from the insurance policy can protect your retirement portfolio during market downturns, the advantages of building a tax-free jet engine for retirement, and the flexibility it provides in controlling your tax bracket. Show Notes & Info: Retire Pilots Website - https://retirepilots.com/ Retirement Toolkit - https://retirepilots.com/toolkit-2/ Pilot Tax - https://pilot-tax.com/
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