
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.
Episodes

Thursday Jan 19, 2023
2023 Edition: 10 Point Checklist For Retirement Preparedness
Thursday Jan 19, 2023
Thursday Jan 19, 2023
Another year is upon us and it’s a great time to ask yourself 10 questions to assess how ready you are for retirement to kick off 2023. If you’re retiring this year, it’s essential to have some concrete answers to these questions. If you’re still a few years from the milestone, tune in so you can start thinking about these critical conversations. In a non-financial topic, Ryan shares his thoughts as a former football player on what it was like to watch Buffalo Bills player Damar Hamlin suffer cardiac arrest on the field.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Tuesday Jan 10, 2023
New Year Musings: What Financial ”Stuff” Should Capture Your Attention In 2023
Tuesday Jan 10, 2023
Tuesday Jan 10, 2023
As we turn the page to a new year, Ryan looks back at lessons learned from 2022 and analyzes predictions for what 2023 will bring. We'll touch on taxes, inflation, the stock market and topics specific to the airline industry.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Dec 15, 2022
Level Up Your Financial Knowledge: Stock Market Topics To Know
Thursday Dec 15, 2022
Thursday Dec 15, 2022
If you’ve ever wanted to just learn a little more about investing in the stock market, this episode is for you. We’re going to cover some of those terms you’ve probably heard before, but perhaps never truly knew what they meant.
Show Notes & Info:
Link to NASDAQ, DOW and S&P 500:
https://www.nasdaq.com/
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Dec 01, 2022
Is There Greener Grass On The Other Side?
Thursday Dec 01, 2022
Thursday Dec 01, 2022
Sometimes you need to find a new financial advisor. Other times, you might think you need a new advisor, but really, you’re just guilty of thinking that the grass is greener on the other side. Let’s discuss some common scenarios and whether they’re legitimate reasons for leaving your advisor…
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Nov 17, 2022
The Retirement Marathon: Finishing The Race
Thursday Nov 17, 2022
Thursday Nov 17, 2022
Getting through retirement can be a lot like running a marathon. Let’s talk about some of the similarities between getting to the finish line in racing and retirement.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Nov 03, 2022
How Money Ads Catch Your Attention
Thursday Nov 03, 2022
Thursday Nov 03, 2022
We’re bombarded with ads each day in all forms of media. But have you ever taken a closer look at these messages? If we unpack some of these headlines and ads a little bit more, we’re able to clearly understand what emotions they’re trying to elicit. More importantly, we can figure out what companies are trying to sell us. For this episode, we just perused the internet for a couple of hours and kept track of various financial planning, investing and retirement ads we came across. Let’s pick apart these messages that popped up and see if it helps us become savvier savers.
Link to article: https://bit.ly/3SfMNBG
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Oct 20, 2022
Retirement Planning From A Psychologist’s Point Of View
Thursday Oct 20, 2022
Thursday Oct 20, 2022
We always talk about the money side of financial and retirement planning. But what about the mental aspect of that big life change? Today we’ll break down an article written by a Licensed Professional Counselor (Kate Schroeder) for Psychology Today, titled The Psychological Investment In Retirement.
Link to article: https://bit.ly/3SfMNBG
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Friday Sep 30, 2022
Tough Topic: Retirement & Divorce
Friday Sep 30, 2022
Friday Sep 30, 2022
Going through a divorce at any age is difficult, but doing it near or in retirement adds all sorts of additional complications. On this episode, we’ll talk about some of the financial mistakes we see people make in the midst of a divorce.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Sep 22, 2022
Advice If You Feel Panic About The Current Stock Market & Economy
Thursday Sep 22, 2022
Thursday Sep 22, 2022
Are you feeling worried or experiencing any sense of panic as you watch the stock market go up and (mostly) down these days? Does the state of the economy add to your personal stress? These could all be signs you don't have a great financial plan in place that's built to weather the kinds of storms we're in at this moment. On this episode, Ryan shares a helpful perspective aimed to limit any anxiety you feel during market downturns and times of uncertainty.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Sep 15, 2022
Can You Get An A+ On Our Retirement Planning Quiz?
Thursday Sep 15, 2022
Thursday Sep 15, 2022
Don’t dread this as much as you hated hearing these words as a kid, but it’s time for a pop quiz! We’re putting retirement planning preparedness under the microscope with 5 critical questions to which you need to know the answers. So sharpen those pencils and let’s see how ready you are for retirement.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Sep 01, 2022
Why Retirement Planning Ain’t What It Used To Be
Thursday Sep 01, 2022
Thursday Sep 01, 2022
In some ways, retirement planning was easier for past generations. Let’s explore how a good financial advisor helps people overcome the additional challenges of today. Our parents and grandparents may not have had to face these things, so just relying on the experiences of family members might not be enough to help us achieve our own financial success…
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Aug 18, 2022
Thursday Aug 18, 2022
Let’s see if your tolerance for risk matches your financial plan. What should you do if that balance is out of whack? What if you’re a natural risk taker, but you really shouldn’t be when it comes to your finances? We’ll explore all of these angles as we break down the role of risk in your financial and retirement plan.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Friday Aug 05, 2022
Market Update From A Cruise
Friday Aug 05, 2022
Friday Aug 05, 2022
We have a bit of a different show for you today. Ryan is currently on a cruise in the Mediterranean and Walter is on a beach in South Carolina, but they carved out some time to provide an update on what's going on in the market.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Aug 04, 2022
Do You Concur? Picking Sides In Important Financial Debates
Thursday Aug 04, 2022
Thursday Aug 04, 2022
On this episode, we’ll try to pick sides of some important financial debates. From bonds to life insurance, credit card debt to starting Social Security, we’ll propose several different topics to see which sides of the debates you and your advisor should probably fall on.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Jul 21, 2022
Investor Beware: Spotting Red Flags When Picking An Advisor
Thursday Jul 21, 2022
Thursday Jul 21, 2022
Do you know what red flags, but also some good signs, to be on the lookout for when you’re searching for an advisor to work with as you prepare for retirement? On this episode, we’ll give you some red flags to be aware of, teach you how to spot them and illustrate the difference between an advisor who does the bare minimum versus one who goes above and beyond to work in your best interests.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Jul 14, 2022
Bear Market Council
Thursday Jul 14, 2022
Thursday Jul 14, 2022
On this episode, Ryan will discuss the bear market we have been experiencing this year and why now is not the time to panic.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday Jul 07, 2022
Two Cow
Thursday Jul 07, 2022
Thursday Jul 07, 2022
Ryan brings on a special guest, Jesse "Two Cow" Barnes, to swap some flight stories and to share Two Cow's weight loss journey.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/
Two Cow on Instagram - https://www.instagram.com/fatsalmon123/

Thursday Jun 30, 2022
A Random Walk Down Wall Street With Lee Hyder
Thursday Jun 30, 2022
Thursday Jun 30, 2022
Times are turbulent in the market right now and many people feel panicked about their portfolios. We bring on Lee Hyder to discuss why volatile times are not as big of a deal as they seem and the importance of thinking logically in these rough patches.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Tuesday Jun 14, 2022
Keeping Perspective In A Bear Market
Tuesday Jun 14, 2022
Tuesday Jun 14, 2022
Ryan breaks down the recent downturn in the stock market to look historically at bear markets, when they lead to recessions, and how to digest all of this as it relates to your own financial plan.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/

Thursday May 19, 2022
Should Investing Be Boring?
Thursday May 19, 2022
Thursday May 19, 2022
Let's face it. Nobody wants to be boring. We all want a little excitement in our lives. But what about when it comes to investing? In this episode, Ryan ponders if this is the one area where it's OK to be bored.
Show Notes & Info:
Retire Pilots Website - https://retirepilots.com/
Retirement Toolkit - https://retirepilots.com/toolkit-2/
Pilot Tax - https://pilot-tax.com/