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Recession fears are back in the headlines, but should they be back in your financial plan, too? We’re in the middle of earnings season and data is coming in, so Scott will tackle the question: Are we heading for a recession?
With shrinking GDP, rising inflation, and uncertain interest rate moves by the Fed, we’ll try to decipher what the latest economic signals really mean and discuss how investors should think about their portfolios right now.
Here’s some of what we discuss in this episode:
📉 What GDP shrinkage really means for investors
⏳ Why timing the market rarely works
📆 How to prepare for a recession if you're near retirement
🔁 Understanding sequence-of-return risk
📈 History shows the market rebounds before the economy does
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
In part two of this special Masters series, Scott takes us to the “back nine”- the final stretch of retirement planning where pressure builds and smart decisions matter most. From avoiding risky plays in your 50s and 60s to understanding how emotions can derail your strategy, Scott lays out what it really means to finish strong.
Here’s some of what we discuss in this episode:
⛳ Why “Amen Corner” = age 50+ in your financial life
🎯 Avoiding the urge to overcorrect under pressure
🧠 Discipline vs. emotion in your investment decisions
📉 Why playing too safe can be just as risky
📊 The power of consistency over flashy wins
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
The Masters is a beautiful reminder of just how much strategy, patience, and long-term focus goes into a great round of golf. Turns out, retirement works a lot like the game. Today, we’re teeing up a few key lessons from the course and how they translate into smarter planning for your financial future.
Here’s some of what we discuss in this episode:
⛳ What golf teaches us about investing
⚠️ Avoiding overconfidence after short-term wins
📉 Why steady strategy beats risky moves
🏌️♂️ Diversification = using every club in your bag
🛠️ The value of planning your shots (and your retirement)
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
Plenty of people have concerns about stock market volatility, a potential recession on the horizon, and fears for the economy amidst federal layoffs and tariffs. What if you’ve had 2025 marked on the calendar for a while as the year you plan to retire? Is this a bad time to do it?
Here’s some of what we discuss in this episode:
0:00 – Intro
2:08 – Headline response to market
3:49 – Sequence of returns risk
6:19 – Different market sectors
8:07 – The tendency to chase performance
9:36 – Investor sentiment and diversification
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
What if you could become your own banker and take control of the way you finance your life? Today we’re excited to welcome on Brian Moody and Hans Tooey of Remnant Finance to explore the Infinite Banking Concept- a financial strategy designed to help you protect, save, and grow your wealth without relying on traditional banks.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:00 – Background on our guests
4:50 – The Infinite Banking concept
13:25 – Flipping financing
22:03 – Controlling the banking function
25:07 – Different types of insurance policies
36:05 – Case study
40:08 – How value accrues
47:30 – Final thoughts
Resources for this episode:
Learn more about Remnant Finance: https://remnantfinance.com/
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
Thinking about starting a side gig? Many pilots explore side hustles like real estate or passion projects, but how do these extra income streams impact retirement planning? Are there tax advantages you should be taking advantage of? And how can you ensure your side hustle is working for you, not creating extra stress?
In this episode, Scott breaks down the impact of side gigs on your long-term financial plan. We’ll discuss the most common side hustles for pilots, the tax benefits of structuring them properly, and why having multiple income streams can be a game changer for your financial security.
Here’s some of what we discuss in this episode:
0:00 – Intro
2:11 – Real estate as a side gig
3:13 – Consulting and passion projects
5:01 – Tax efficiency and diversification of income
9:02 – Final thoughts on side gigs
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
If you’ve spent years successfully managing your own investments, do you really need a financial advisor? Scott works with a lot of highly skilled, intelligent professionals. So, for someone like this, is working with an advisor just an extra expense, or could it actually add real value?
In this episode, we break down when and why even experienced investors might benefit from professional guidance and when they’re probably fine on their own.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:21 – Defining what an advisor is
4:11 – Behavioral biases in investing
5:38 – Do you have the time?
7:22 – What are you focused on?
10:56 – Finding the best fit for you
Resources for this episode:
https://www.businessinsider.com/forgetful-investors-performed-best-2014-9
Vanguard Article:
https://corporate.vanguard.com/content/corporatesite/us/en/corp/articles/quantifying-evolution-advice-and-value-investors.html
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
The day President Trump took office, he announced plans to implement a 25 percent tariff on goods from Mexico and Canada. Additional tariff conversations have exploded since that day. How might this impact your personal finances and the economy?
In this episode, we’ll take a closer look at the backstory of tariffs- what they are, why governments impose them, and the historical context of them. We’ll also break down the new tariffs that have been introduced, their potential impact on everyday people, and what you can do to navigate this shifting financial landscape.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:25 – Tariff impacts on consumers and companies
3:41 – Tariffs as a tool for fair trade + market reactions
5:55 – Keeping a long-term perspective
Resources for this episode:
https://wolfstreet.com/2025/02/03/what-trumps-tariffs-did-last-time-2018-2019-had-no-impact-on-inflation-doubled-receipts-from-customs-duties-and-hit-stocks/
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
Valentine’s season is all about love, but let’s be honest, money plays a huge role in any relationship. Whether you’ve been together for decades or are just starting out, financial stress can put a strain on even the strongest partnerships. So, how do you talk about money without killing the romance?
In today’s episode, we’re looking at the questions every couple should ask about finances and retirement.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:25 – Keeping financial peace between couples
3:57 – Balancing family support without compromising retirement
6:53 – Do separate finances complicate things?
8:41 – The importance of communication
10:39 – Starting the estate planning conversation
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
Whether it's for a home remodel, a major purchase, or just to cover unexpected expenses, where should you turn for cash when you need it? In today’s episode, Scott breaks down the three primary avenues for obtaining cash: 401(k) loans, Home Equity Lines of Credit (HELOCs), and personal loans.
We’ll explore the pros and cons of each option and what pilots should keep in mind before borrowing. As always, be sure to consult a qualified professional for guidance on your specific situation. With the right knowledge and planning, you can navigate big financial moves with confidence!
Here’s some of what we discuss in this episode:
0:00 – Intro
0:32 – Pulling money from 401(k)
3:03 – Borrowing money from HELOC
6:27 – Balancing borrowing and spending
7:20 – Personal loans
Resources:
Our website: https://pilotmoneyguy.com/
Phone: (419) 314-4139
Schedule an introductory call: http://callosborn.com/
Get your copy of “Cleared to Retire:” https://pilotmoneyguy.com/toolkit/
Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ
From the publisher's feed
Welcome to The Pilot Money Guy Podcast, where we navigate the skies of financial success with your host, Scott Osborn. Each episode, we soar through the challenges and opportunities unique to…