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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:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
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:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
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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:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
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:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Should you own airline stock? With the airline industry experiencing a rollercoaster of performance this past year alone, it’s an interesting question to discuss. In this week’s episode, Scott and Marc explore the complexities of investing in airline stocks and how emotional biases can influence investment decisions.
Here’s some of what we discuss in this episode:0:00 – Intro
2:24 – Company bias and emotional investing
6:47 – Diversification and long-term investing
10:01 – Final thoughts
United Airlines' Holdingshttps://www.barrons.com/market-data/stocks/ual/research-ratings
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Delta’s record-breaking $1.4 billion profit-sharing payout for 2024 has employees buzzing, with many set to receive an average of five weeks’ pay as their share. If you’re a pilot benefiting from this bonus, what’s the best way to put it to good use?
Join Scott and Marc as they explore how to strike the right balance between celebration and strategic financial planning. From bolstering emergency funds to maxing out 401(k) contributions early in the year, they share practical steps to make the most of your windfall.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:40 – Delta’s record profits
3:24 – What to do with it?
7:57 – Final takeaways
Delta Profit Sharing Article:
https://news.delta.com/delta-employees-receive-average-five-weeks-pay-annual-profit-sharing
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In this episode, Scott and Marc chat about a recent lawsuit filed by an American Airlines pilot, which challenged the integration of ESG criteria into the company’s 401k plans. This opens up a wider discussion about the importance of transparency and fiduciary responsibility in retirement planning.
Listen in as Scott explains the difference between fiduciary and suitability standards and why understanding this could help you make more informed investment choices. Tune in for practical insights on how to get the most out of your 401(k) plan, whether you're a pilot or not!
Here’s some of what we discuss in this episode:
0:00 – Intro
0:39 – Overview of ESG
2:26 – Fiduciary duty vs suitability standards
3:38 – American Airlines lawsuit
5:52 – Understanding and optimizing your 401(k) plan
Lawsuit Articlehttps://finance.yahoo.com/news/american-airlines-focus-esg-401-183725452.html
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
We’ve all heard about the importance of contributing to a 401(k) for retirement. But is it really enough on its own? For some, maybe it is, but it’s always wise to explore other options and keep an open mind.
In this episode, Scott dives into a range of strategies that could help you build wealth for retirement, from Roth IRAs and the "backdoor" Roth to life insurance, real estate investments, and tax loss harvesting.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:05 – Figuring out how much you need to save
2:45 – Backdoor Roth
5:34 – Life insurance and real estate
8:39 – Tax loss harvesting
11:02 – Closing thoughts
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In this episode of the Wealthy Pilots Podcast, Scott Osborn breaks down where to contribute your money in 2025. Learn why diversifying your savings across Roth, tax-deferred, and taxable accounts can help you retire with more flexibility and fewer tax headaches. Discover simple tweaks that can make a big difference for your future—whether you’re just starting or already maxing out your 401(k).
Here’s what you’ll learn on this episode:
•The importance of diversifying retirement savings across different tax buckets (Roth, tax-deferred, taxable) to mitigate future tax rate increases
•The benefits of contributing to a Roth 401(k) vs a traditional pre-tax 401(k)
•The concept of in-plan Roth conversions and how they can be used to strategically build tax-free retirement savings
Episode chapters:
0:00 – Intro
0:46 – Happy New Year
1:20 – Healthy Financial Habits
3:40 – Different Buckets of Money
4:50 – Why Roths Are Worth Investigating
6:45 – Roth 401(k)s & In-Plan Conversions
8:45 – Balancing Your Tax Burden
9:40 – A Regret You Don’t HearResources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In this episode of The Wealthy Pilot's Podcast, we discuss recent developments in market-based cash balance plans within the airline industry, focusing on United Airlines pilots’ rejection of their proposed 2024 contract. Scott and Marc break down how these unique retirement plans work and why pilots are concerned about their long-term financial benefits.
They also explore the trade-offs between opting into market-based cash balance plans versus taking the money upfront and investing it independently. Tune in for valuable insights into these plans and what pilots should consider when deciding on their retirement strategies.
Here’s some of what we discuss in this episode:
0:00 – Intro
0:53 – How the plans work
4:09 – What drove United’s choice?
5:41 – Taking control of our finances
8:19 – Looking ahead
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In this episode of The Wealthy Pilot's Podcast, Scott and Marc break down the latest Federal Reserve rate cuts and explore what they mean for the economy, businesses, and financial planning. With interest rates on the decline, they discuss how this could impact mortgage affordability in 2025 and why large companies are likely to make more aggressive investments. They also dive into the potential opportunities these rate cuts present for investors.
Throughout the conversation, Scott and Marc talk about the importance of diversification, tax strategies, and proactive financial planning in navigating this shifting economic landscape. Tune in to understand how these changes might affect your finances and how proactive planning can help you make the most of these shifts as we head into 2025!
Here’s some of what we discuss in this episode:
0:00 – Intro
1:06 – Scott’s thoughts on Fed rate cuts
3:20 – The importance of diversification in portfolios
5:54 – Fed rate cut’s anticipated impact
6:36 – Looking at inflation
9:00 – Staying focused on the big picture
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
As the year draws to a close, it's the perfect time to take a step back and review your financial planning. In this episode, Scott discusses important year-end strategies to help you optimize your finances before December 31. He covers key topics like Roth conversions, tax loss harvesting, HSA contributions, and other essential tasks that could make a big impact on your financial situation.
Plus, Scott offers a look ahead to 2025, with insights into changes in tax brackets, contribution limits, and how strategic adjustments today can set you up for a more secure financial future. Tune in for some great insights before the year wraps up!
Here’s some of what we discuss in this episode:
0:00 – Intro
1:40 – When you need to get contributions in
3:54 – Tax loss harvesting
6:20 – Considerations for business owners
8:21 – Contribution limits
10:11 – HSAs
13:51 – Federal tax brackets
15:50 – The power of small adjustments
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In this episode of The Wealthy Pilots Podcast, Marc and Scott dive into the current state of the airline industry and chat about both the challenges and successes some airlines are facing. From record travel numbers to struggling airlines like JetBlue and Spirit, they discuss how rising fuel costs and labor issues are affecting profitability.
With larger airlines doing well, smaller regional carriers are left to fight for better contracts and compensation. Whether you’re dealing with furloughs or enjoying high earnings, Scott shares valuable insights on how to plan for both the good and the bad times ahead.Here’s some of what we discuss in this episode:
0:00 – Intro
1:00 – Contributing factors
3:01 – The trends of larger carriers vs smaller carriers
5:30 – You need a plan for if/when things go wrong
6:52 – An example of good planning
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In Scott’s line of work, it’s common to see pilots who are juggling a side hustle or business. That’s why this week, we’re diving into the Beneficial Ownership Information Report (BOIR), part of the Corporate Transparency Act (CTA). What is it, why does it matter, and how does it impact pilots and their side hustles?
Join us as Scott breaks down the penalties for non-compliance and what you need to do to ensure you’re squared away before the January 1 deadline. If you’re a pilot balancing a career in the cockpit with an LLC on the side, this episode is a must-listen!
Here’s some of what we discuss in this episode:0:00 – Intro
1:05 – Common side hustles among pilots
3:00 – Understanding the BOIR-E
6:46 – Getting your ducks in a row with the right team
Resources for this episode:
FinCEN.Gov
https://fincen.gov/
Jason Watson’s FinCEN Blog Post
https://wcginc.com/blog/fincen-beneficial-ownership-information/
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Election season has finally come to a close and we’re turning our focus to the potential impacts on the economy and financial planning in the coming years. While many of the proposed changes are still in the early stages and subject to change, today’s episode dives into some of the major topics that could shape 2025 and beyond. From tax policy to corporate strategies, it’s time to start thinking ahead.
Here’s some of what we discuss in this episode:0:00 – Intro
0:38 – A Tax Cuts and Jobs Act extension?
4:06 – The corporate tax cut conversation
6:04 – Market reactions post-election
11:48 – Buy and hold with rebalancing
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Election week 2024 is upon us, so today, we’re taking a close look at what political shifts could mean for taxes and your overall financial strategy. With the national debt skyrocketing to $36 trillion, the results of this election could significantly influence future tax policies. Join us as we explore the differing approaches to taxation from the two major political parties and how these changes might shape the economic landscape in the years ahead.
Here’s some of what we discuss in this episode:
0:00 – Intro
2:16 – The tax implications of this election
6:07 – What both parties agree on
9:03 – Fiscal responsibility
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Halloween isn't the only thing spooking people this week. With the election just days away, many investors are wondering how this season will impact their portfolios. So in today’s episode, we’re going to spend some time talking about the impact of political shifts on the stock market.
Here’s some of what we discuss in this episode:0:00 – Intro
3:39 – Not letting politics influence your investment decisions
6:53 – External factors that will impact the market
9:16 – Procrastinating investment decisions
12:35 – Building a retirement plan that works in any environment
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
In the world of aviation, pilots are trained to handle unexpected challenges like turbulent weather or technical malfunctions. Yet, one area that often gets overlooked is planning for potential setbacks in their own careers. In today’s episode, we’re discussing strategies to help pilots stay prepared for unexpected career disruptions.
Scott and Marc focus on two major areas of concern for pilots: furloughs and the loss of a Class 1 Medical Certificate. By dedicating just a short amount of time to think through these potential scenarios, you can ensure you’re prepared for any possibility.
Here’s some of what we discuss in this episode:
0:00 – Intro
2:22 – Preparing for furloughs
5:32 – Having a proper emergency fund
9:10 – Losing Class 1 Medical Certification
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
As we continue our discussion on contingency planning, today's focus shifts to disability and long-term care. Disability insurance is a vital component of a pilot's financial strategy. Given the unique nature of their profession, pilots face specific risks that can impact their ability to work. It’s important for them to ensure their income is adequately protected, especially in the event of unforeseen circumstances.
Long-term care is another critical area that many overlook until they are nearing retirement. The costs associated with long-term care can be staggering, and without proper planning, they can quickly deplete one’s life savings. Join Marc and Scott as they explain why planning for both disability and long-term care now is so important.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:12 – Disability planning for pilots
5:29 – Long-term care considerations
9:45 – Getting it done + Final thoughts
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner -
Having both an “if I die young” and a “when I die” plan is something we all need. In this week’s episode of the Wealthy Pilots Podcast, Scott and Marc discuss an often avoided but essential topic: contingency planning. While it might not be the most enjoyable conversation, it's one that can’t be ignored.
Tune in as we discuss the importance of having a comprehensive strategy in place, particularly for pilots and families with young children. From determining the right life insurance coverage to preparing a “when I die” binder, we’ll share tips to make things easier for your loved ones in case of an unexpected event.
Don’t wait until it’s too late- take proactive steps today to ensure your family is cared for and equipped to handle the future, no matter what it might bring.
Here’s some of what we discuss in this episode:
0:00 – Intro
1:30 – The “If I die young” plan
4:28 – Getting a plan in motion
6:52 – The “When I die” plan
9:58 – When you don’t have a plan
Resources:
Schedule A Call with Scott: http://callosborn.com/
Scott's Book, A Pilot's Guide To Maximizing Wealth & Cashflow In Retirement: https://amzn.to/3xSn1ii
The Pilot's Planner Website: https://thepilotsplanner.com/
Watch the podcast on YouTube! https://www.youtube.com/@ThePilotsPlanner - Daha fazla göster
