Ryan Fleming

The Pilot’s Advisor Podcast

Business EN ↓ 219 episodes

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.

Author

Ryan Fleming

Category

Business

Podcast website

pilotsadvisor.podbean.com

Latest episode

Jul 7, 2026

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Episodes

Refinancing Considerations With Kelly Phillips 01.10.2020

Today Kelly Phillips joins Ryan for this week's episode. Kelly works with Fairway Independent Mortgage as a broker and she has more than 20 years of experience in this industry. We discuss different considerations for refinancing and how she helps her clients meet their goals and objectives. Show Notes & Info: Kelly's Email: kelly.phillips@fairwaymc.com Kelly's Phone Number: 843-209-8805 Fleming F...

Obsolete Retirement Planning Ideas 24.09.2020

Just like your iPhone or your computer can become obsolete and need to be replaced, the way that some people think about retirement is obsolete and needs to be replaced. Let’s talk about some outdated ideas that people still cling to… We'll explore the idea of moving from stocks to bonds as you get older, aiming for $1 million in your portfolio, and whether it's true you'll need less income in ret...

On The House: How Your Home(s) Fit Into Your Retirement Plan 17.09.2020

We get a lot of questions about how the house (or houses) fit into retirement plans. From downsizing to rental properties to interest rates, let’s explore some of the top retirement questions as it relates to all things housing. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k

Special Edition: The Ticking Tax Time Bomb Story 10.09.2020

This episode is a throwback to the original audio recording that helped eventually launch the Pilot's Advisor Podcast. But the message is still applicable today, if not even more critical. In just 10 minutes, Ryan will lay out the reasons why you likely have a ticking tax time bomb in your portfolio and what you can do about it. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Fr...

Financial Do's & Don'ts 03.09.2020

The financial world can be difficult to navigate, especially during tough times like we are in right now. Ryan has made a list of do's and don'ts to help guide us and to aid in safeguarding our retirement. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k

Financial Planning For Couples 27.08.2020

When it comes to finances and couples, we often see that one spouse handles the money, while the other one is left in the dark. Today Ryan and Lee talk about why this can be detrimental to any financial plan and some ways to get both spouses up to speed in their financial life. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pic...

Longevity Risk & Investment Rules 20.08.2020

Living a long time isn’t supposed to be a bad thing and it almost seems counterintuitive to categorize it as a risk. But it is. Let’s take a look at how longevity plays a role in a financial plan and have an honest conversation about how deal with the “problem” of living too long. We will also take a look at a few retirement rules and decide if they are legit, or full of it. Show Notes & Info: Fle...

Investment Philosophy 17.08.2020

Rocky times in the stock market sparks a lot of fear in many investors. Ryan and Lee will discuss why remaining calm and committing to a plan is the key to get through some of the tougher times in the market. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k

Are You Clinging To False Hope? 06.08.2020

We often find that people are clinging to certain ideas or beliefs that end up giving them a sense of false hope about their retirement. It’s a dangerous position to be in. Let’s explore some of the faulty thinking that ultimately leaves people underprepared for retirement. We will also discuss a few headlines that we've seen in the news recently and a couple important financial buzzwords you shou...

Financial Blunders 23.07.2020

Today Lee and Ryan talk about some of the common mistakes that they see pre-retirees make. They discuss how these mistakes may impact someone's ability to retire and a few solutions to consider instead. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

Keeping Calm When The Market Feels Like A Roller Coaster 16.07.2020

Lee Hyder returns to the show today to talk about getting through volatile times in the market. We discuss Lee's investment philosophy and how he educates his clients to stay calm throughout the ups and downs of the market. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

The Importance Of Making Your Money Survive With Lee Hyder 02.07.2020

We invite special guest Lee Hyder to the show today! Lee is a financial advisor who works out of the Akron, Ohio area. We talk to Lee about the differences between the accumulation and distribution phases of retirement. We also discuss the perspective Lee has gained through this pandemic and what he has found important to him. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free...

Father's Day Circle Of Wealth 25.06.2020

On today's podcast, we give a special shoutout to all the dads for fathers day! We will also dive into finding out your "why" for your money. Are you spending your money to keep up with the Joneses, or is there a greater purpose? Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

Mailbag Edition And A Sneak Peak At A Future Episode 11.06.2020

This week we dive into the mailbag to answer some listener questions. We discuss online retirement calculators, 401(k) contributions, and diversification in mutual funds. Ryan will also give us a glimpse into a future episode. This future podcast revolves around the children of pilots and the importance of maintaining a work-life balance. Show Notes & Info: Fleming FG Website:  https://www.fleming...

Stories From Alaska 04.06.2020

We have a little bit different flavor for today's episode. Ryan recorded a series of stories during a recent layover in Alaska. Hear his thoughts on supporting local businesses, stock picking, market timing and more. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

Sean Burke Interview 21.05.2020

Today Ryan sits down with good friend and fellow pilot, Sean Burke. Sean discusses his thoughts on enjoying the down time right now, instead of trying to start a business that you are not passionate about. Ryan also gets Sean's perspective on the market and components he would advise against. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com...

Bear Markets 07.05.2020

Ryan flies solo on today's show and has some words to share about "bear" markets. What are they? Are we in one right now? How long is it going to last? Will the economy ever recover? He'll answer those questions and more on this episode. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-303...

Special Guest: Essential Fiscal Lessons With Aaron Hagan 09.04.2020

Today's show is a treat. Aaron Hagan of Emerald Coast Interview Consulting joins Ryan to talk about the Coronavirus pandemic and how it's impacting pilots across the world. "Albie" will put this most recent market crash into perspective and share many personal and professional stories from his many years as a pilot and interview consultant. You won't want to miss this wide-ranging interview. And a...

PROMO: Interview With Aaron Hagan 06.04.2020

A quick promo to tell you about our next guest on The Pilot's Advisor, Aaron Hagan of Emerald Coast Interview Consulting. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

An Update On Coronavirus, The Markets, & The Impact On Pilots 02.04.2020

Ryan has continued to fly during the Coronavirus pandemic and his international travels have provided him with a unique perspective on how different nations and areas are responding to the virus. We'll discuss his travels, how pilots are impacted by the virus and the economic fallout, and we'll look ahead to what's next for us all and how we should react. Show Notes & Info: Fleming FG Website:  ht...

Why Use An Advisor? With Special Guest Lee Hyder 19.03.2020

Friend of the show Lee Hyder drops in to talk about the reasons why it's so critical to work with a financial advisor. Lee brings a lot of years of financial advising experience to the table and shares with us some great stories to illustrate why it's not wise for most people to take the DIY approach to investing and retirement planning. Show Notes & Info: Fleming FG Website:  https://www.flemingf...

Major Retirement Problem: "Dead" 401(k)s... Do You Have One? 05.03.2020

If you've worked for a couple of different companies in your career then you probably have left a few 401(k)s or retirement accounts behind with the old employer. We call those "Dead 401(k)s" and it's a major problem roadblock to solid financial planning these days. You could and should be doing a lot more with those dollars. We'll tell you why on this episode and we'll also answer some listener q...

The Retirement Age Debate 20.02.2020

Many countries across the world are debating changes to official (and unofficial) retirement ages that will have wide-ranging impacts to pensions, 401(k)s, and other accounts and benefits. Ryan takes a look at those issues and how they apply to pilots across the flight industry. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pi...

Mailbag Edition: Retiring Early - Moving To Cash - DIY Investing - Too Much Company Stock 06.02.2020

We have a myriad of questions to answer on this episode from listeners. From retiring early to having way too much invested in company stock, we'll cover a lot of ground. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-pilots-401k Call: (843) 475-3038

Ryan's Recent Travels & Accounting For Recency Bias In Investing 27.01.2020

Ryan has done a lot of traveling lately and catches us up on where he's been and the lessons he's learned. Speaking of "recent" items, we'll also dive into a conversation about recency bias in investing and how it impacts many savers and puts financial plans at risk. Show Notes & Info: Fleming FG Website:  https://www.flemingfg.com/ Free Webinar:  http://www.flemingfg.com/watch-ryan-pick-apart-a-p...

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