The Pilot’s Advisor Podcast

By Ryan Fleming

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Category: Investing

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Subscribers: 4
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Episodes: 179

Description

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.

Episode Date
Rethink Your Thinking: The Case for Whole Life Insurance
Aug 28, 2025
The Truth About Today’s Mortgage Market with Kelly Phillips
Aug 21, 2025
Autopilot to Retirement? What Pilots Need to Know About Target-Date Funds
Aug 14, 2025
Unlock Refunds Using 2025 Solar Credits with Ed Lyon
Aug 07, 2025
What Pilots Miss About Money Discipline
Jul 31, 2025
What Pilots Miss About Money Discipline
Jul 24, 2025
Mailbag: Trading Options? Think Again, Captain
Jul 17, 2025
No Empty Nest in Sight? How Pilots Can Still Land a Smooth Retirement
Jul 10, 2025
Mailbag: Should You Sell Inherited Land to Pay Off Your Mortgage?
Jul 03, 2025
The 4% Rule Just Changed—What That Means for Your Flight Plan to Retirement
Jun 26, 2025
War, Rates & Real Estate—Plus Smart Money Moves for New Grads
Jun 19, 2025
A Market Strategy for Pilots With Type A Personalities
Jun 12, 2025
Why The Psychology of Money Says Your Emotions Matter More Than Math
Jun 05, 2025
Is It Bad to Leave My 401(k) Where It Is?
May 29, 2025
Mailbag: Market Crashes, Corrections, and Staying Calm
May 22, 2025
Spring Cleaning for Your Finances: A Marie Kondo Approach to Money
May 15, 2025
I Went to the New York Stock Exchange - Here’s What I Learned
May 08, 2025
What the Greats Say About Market Crashes
May 01, 2025
April Fool’s: Beliefs That Fool Retirement Savers The Most
Apr 24, 2025
Bracket Picks and Stock Myths
Apr 17, 2025
Retirement Lessons From The Masters
Apr 10, 2025
Market Shoots Up on 90-Day Pause on Tariffs
Apr 09, 2025
Markets Plunge on Trump Tariff News – How Should You Invest?
Apr 03, 2025
Is 2025 A Bad Time To Retire?
Apr 03, 2025
Market Corrections: Panic or Opportunity?
Mar 13, 2025
Should You Stay in Cash or Keep Investing in Your 401k?
Mar 06, 2025
Financial Lessons from the Past 6 Months & Early 2025
Feb 27, 2025
America Has a Major Retirement Savings Problem
Feb 20, 2025
Retirement Lessons from Andy Reid: Super Bowl-Worthy Financial Strategies
Feb 13, 2025
Market Timing vs Active Trading
Feb 06, 2025
DeepSeek Market Volatility: What Investment Lessons Can We Learn?
Jan 30, 2025
The #1 Investing Lesson For Pilots From 2024
Jan 02, 2025
The 4 Things Financial Advisors Wish Every Pilot Knew
Dec 26, 2024
Is Timing Your 401k Contributions As Bad As Timing The Market?
Dec 19, 2024
How Retirement Planning is Different For Gen X
Nov 26, 2024
Market Volatility: When Should You Start To Worry?
Nov 21, 2024
How The Fed Rate Cut Impacts Money Market Funds
Nov 14, 2024
Can You Live Off Dividends?
Nov 07, 2024
Planning Essentials for Pilots Nearing Retirement
Oct 31, 2024
Mailbag: Should I Fly Until Age 65?
Sep 12, 2024
Never Stop Asking 'How Do You Know?' - Helping Pilots Navigate Retirement Planning
Aug 29, 2024
Infinite Banking & Other Pilot Strategies with the Wealth Warehouse
Jul 18, 2024
Should you invest through Howard Capital Management?
Jul 11, 2024
Deep Thoughts on the Market & Investing with Lee Hyder
Jun 20, 2024
Mastering the Art of Simple Retirement Planning for Airline Pilots
Jun 06, 2024
Expectation vs. Reality: The Truth About Retirement Planning
May 16, 2024
Retirement Planning Is Harder Than It Used To Be
May 02, 2024
Don’t Make These Income Planning Mistakes
Apr 18, 2024
What Leads to Investing Mistakes?
Apr 04, 2024
Reflecting on a College Football Career & Retirement with Larry Fedora
Mar 07, 2024
What should I do with my Delta profit sharing bonus?
Feb 22, 2024
Crafting Investment Philosophies Around Retirement with Lee Hyder
Feb 12, 2024
Will The Economy Boom Or Bust In 2024?
Feb 01, 2024
Soaring Above Market Turbulence with Lee Hyder
Jan 25, 2024
Breaking Down the Details & Financial Impact of the New Southwest Airlines TA
Jan 17, 2024
The Power of Delayed Gratification
Jan 08, 2024
Should You Take the new Delta GVUL Option?
Oct 30, 2023
Never Lose the Power of Your Money with Dave Befort
Oct 12, 2023
Rethinking Your Survivor Benefit Options with Dave Befort
Sep 28, 2023
Recapping the 2023 South Carolina Coaches for Charity Event with Steve Sharp
Sep 21, 2023
Be a Coffee Bean: A Story of Resilience & Redemption with Damon West
Sep 16, 2023
Brick and Mortar Retirement: The Pros and Cons of Real Estate Investing for Retirement
Aug 17, 2023
Retirement: Ready Or Not, Here It Comes
Aug 04, 2023
Coaches For Charity Event with Legendary Football Coach Fisher DeBerry
Jul 13, 2023
Fore Your Retirement: What Golf Teaches Us About Financial Planning
Jul 06, 2023
Enhance Your Retirement Planning with IBC
Jun 15, 2023
The Infinite Banking Concept: A More Flexible Approach To College Savings
Jun 01, 2023
The Secret Banks Don’t Want Pilots To Know: How To Create YOUR OWN Banking System
May 18, 2023
Should An Advisor Tailor A Plan To Fit Your Personality?
May 04, 2023
Retirement Expenses For Which You Forgot To Plan
Apr 20, 2023
Should I Pay Off The House?
Apr 06, 2023
Pilot Tax Tips: Moves To Make for 2023 and Beyond
Mar 16, 2023
Moving Your Retirement Goalposts: Is It Worth The Risk?
Mar 09, 2023
What’s Your Biggest Financial Fear?
Feb 16, 2023
Four Ways The SECURE Act 2.0 Might Impact You
Feb 02, 2023
2023 Edition: 10 Point Checklist For Retirement Preparedness
Jan 19, 2023
New Year Musings: What Financial ”Stuff” Should Capture Your Attention In 2023
Jan 10, 2023
Level Up Your Financial Knowledge: Stock Market Topics To Know
Dec 15, 2022
Is There Greener Grass On The Other Side?
Dec 01, 2022
The Retirement Marathon: Finishing The Race
Nov 17, 2022
How Money Ads Catch Your Attention
Nov 03, 2022
Retirement Planning From A Psychologist’s Point Of View
Oct 20, 2022
Tough Topic: Retirement & Divorce
Sep 30, 2022
Advice If You Feel Panic About The Current Stock Market & Economy
Sep 22, 2022
Can You Get An A+ On Our Retirement Planning Quiz?
Sep 15, 2022
Why Retirement Planning Ain’t What It Used To Be
Sep 01, 2022
Are You A Risk Taker? How To See If Your Tolerance For Risk Matches Your Plan And What To Do If The Balance Is Out Of Whack
Aug 18, 2022
Market Update From A Cruise
Aug 05, 2022
Do You Concur? Picking Sides In Important Financial Debates
Aug 04, 2022
Investor Beware: Spotting Red Flags When Picking An Advisor
Jul 21, 2022
Bear Market Council
Jul 14, 2022
Two Cow
Jul 07, 2022
A Random Walk Down Wall Street With Lee Hyder
Jun 30, 2022
Keeping Perspective In A Bear Market
Jun 14, 2022
Should Investing Be Boring?
May 19, 2022
Market Timing: Is It A Legitimate Strategy For Pilots To Build Wealth?
May 12, 2022
The Retirement Diet: Fixing Unhealthy Financial Habits
May 05, 2022
Common Housing Questions From Retirees
Apr 21, 2022
Reasons You SHOULD Get Life Insurance
Apr 07, 2022
Article Breakdown: Murky Issues That Make Retirement Planning Harder
Mar 31, 2022
What They’re Saying: What Is The Most Important Part Of Retirement Planning?
Mar 17, 2022
Who Even Needs A Financial Advisor?
Feb 17, 2022
Here We Go Again... More 1st Quarter Turbulence
Feb 03, 2022
Where Financial Advisors Drop The Ball
Jan 20, 2022
Retirement Is As Easy As A Jigsaw Puzzle
Dec 02, 2021
Handling Unreasonable Requests
Nov 18, 2021
Living The Dream & ”Noodling” Around In Retirement
Nov 04, 2021
Analyzing Dave Ramsey‘s Advice
Oct 21, 2021
Answering Questions From Listeners
Oct 07, 2021
Spotting Red Flags In Your Finances
Sep 16, 2021
Not Your Father’s Retirement
Sep 02, 2021
Learning Through Uncommon Sense
Aug 19, 2021
The Double-Edged Sword
Aug 05, 2021
Financial Fact Or Fiction
Jul 15, 2021
Revealing The Financial World’s Dirty Little Secrets
Jul 01, 2021
Where Crisis & Opportunity Meet
Jun 17, 2021
The Status Of The American Pension Plan
Jun 03, 2021
Kids Playing For Kids Charity
May 20, 2021
How I Lost My Retirement
May 06, 2021
Money Lessons From The Richest Musicians
Apr 15, 2021
2021 Tax Tips With Zach Smith
Apr 01, 2021
Introducing Zach Smith & Pilot-Tax
Mar 18, 2021
This Is Why You Never Assume
Mar 04, 2021
Can We Invest Like Billionaires?
Feb 18, 2021
Lessons From The Market Crash Hall Of Fame
Feb 04, 2021
The Outlandish Things That Nobody Says
Jan 21, 2021
Memories Of Kevin Greene, Happy New Year, And What’s Your Retirement Lifestyle?
Jan 07, 2021
What Should I Do With My Old 401(k) Accounts?
Dec 17, 2020
A Review Of The Top Places To Retire
Dec 03, 2020
The Financial Forecaster
Nov 19, 2020
Even Financial Hindsight Is 20/20
Nov 05, 2020
The Customer Isn’t Always Right
Oct 30, 2020
Does The Presidential Election Matter To My Portfolio?
Oct 22, 2020
Life Advice From Those Who Have Lived Through Retirement
Oct 15, 2020
Eye Opening Stats Showing How Americans Save
Oct 08, 2020
Refinancing Considerations With Kelly Phillips
Oct 01, 2020
Obsolete Retirement Planning Ideas
Sep 24, 2020
On The House: How Your Home(s) Fit Into Your Retirement Plan
Sep 17, 2020
Special Edition: The Ticking Tax Time Bomb Story
Sep 10, 2020
Financial Do's & Don'ts
Sep 03, 2020
Financial Planning For Couples
Aug 27, 2020
Longevity Risk & Investment Rules
Aug 20, 2020
Investment Philosophy
Aug 17, 2020
Are You Clinging To False Hope?
Aug 06, 2020
Financial Blunders
Jul 23, 2020
Keeping Calm When The Market Feels Like A Roller Coaster
Jul 16, 2020
The Importance Of Making Your Money Survive With Lee Hyder
Jul 02, 2020
Father's Day Circle Of Wealth
Jun 25, 2020
Mailbag Edition And A Sneak Peak At A Future Episode
Jun 11, 2020
Stories From Alaska
Jun 04, 2020
Sean Burke Interview
May 21, 2020
Bear Markets
May 07, 2020
Special Guest: Essential Fiscal Lessons With Aaron Hagan
Apr 09, 2020
PROMO: Interview With Aaron Hagan
Apr 06, 2020
An Update On Coronavirus, The Markets, & The Impact On Pilots
Apr 02, 2020
Why Use An Advisor? With Special Guest Lee Hyder
Mar 19, 2020
Major Retirement Problem: "Dead" 401(k)s... Do You Have One?
Mar 05, 2020
The Retirement Age Debate
Feb 20, 2020
Mailbag Edition: Retiring Early - Moving To Cash - DIY Investing - Too Much Company Stock
Feb 06, 2020
Ryan's Recent Travels & Accounting For Recency Bias In Investing
Jan 27, 2020
Mailbag Edition: Answering Some Of Your Pressing Questions To Kick Off 2020
Jan 02, 2020
Retirement Constants That Affect You
Dec 19, 2019
Will You Avoid These Critical Estate Planning Mistakes?
Dec 05, 2019
Healthcare Solutions & Identity Theft From Space
Nov 21, 2019
How The 2020 Election Will Influence Investor Behavior
Nov 07, 2019
What Makes Fleming Financial Different?
Oct 17, 2019
Roth vs. Traditional Investment Options
Oct 03, 2019
Even Responsible Savers Make Mistakes
Sep 19, 2019
3 Things Wasting Away In Your Financial Junk Drawer
Sep 05, 2019
Creating Your Financial Flight Plan & The RMD Age Increase
Aug 15, 2019
What Is The Market?
Aug 01, 2019
Stuck On Financial Decisions
Jul 18, 2019
Is "Fake News" Impacting Your Finances?
Jul 03, 2019
Can Popular Proverbs Teach Us Important Financial Lessons
Jun 20, 2019
Investing Should Be Boring
Jun 06, 2019
Personal Finance
May 16, 2019
Come To Grips With These 4 Retirement Realities
May 02, 2019
Getting To Know Ryan Fleming
Apr 18, 2019
Coming Soon - Introducing The Pilot's Advisor Podcast
Apr 01, 2019