Old Fashioned Finance

The Drink: The Gibson The Topic: Paying for College Most parents agonize over paying for their kids’ college education. In many cases they end up sacrificing their own financial freedom on the altar of higher education. While admirable, it may or may not be the right financial move for you. Listen in as Caleb and Jason weigh in on the topic.

The Drink: The Clover Club The Topic: Timeshares Timeshares can be a very polarizing topic in the world of finance. Caleb and Jason certainly have an opinion! On today’s episode the boys explain how timeshares work. Is it real estate? Is it an investment? Is it a good idea? Listen in to find out more.

The Drink: The Frisco The Topic: 401(k) Loans About 20% of eligible individuals have 401(k) loans. That’s a lot! On today’s show Caleb and Jason will discuss the ins and outs, the pros and cons, and ultimately if they are for ‘em or again’ ‘em. Listen in for an honest assessment of the merits and pitfalls of using your retirement account for financing other goals.

The Drink: Mish Mash The Topic: Bridging The Gap to Medicare On this week’s episode, Caleb and Jason get into the nitty gritty of retiring before Medicare age. They talk about the many misconceptions that keep many people from retiring “early”. If you think you have no health insurance options before Medicare age, think again…

The Drink: Mai Tai The Topic: Windfall Events A windfall is an unexpected financial gain. On this week’s episode Caleb and Jason will talk through 7 things that you can do to make the most of a windfall event. They’ll also talk about how to make clear headed and informed decisions as windfalls often come with a lot of emotion.

The Drink: The Preakness The Topic: NFTs (Non-Fungible Tokens) On this week’s episode Caleb and Jason enter the brave new world that is NFTs. Listen in as they debate if/ when they belong in your investment strategy. You’ve probably heard a lot about NFTs lately, but hopefully after listening to this one, you will be able to join the conversation!

The Drink: Tuxedo No. 2 The Topic: Preparing for Recessions This week the boys are talking about how to prepare for the big R word. We’re not talking about retirement this time! Listen in for tips, tricks, and good old fashioned practical advice on preparing for the next recession!

The Drink: Paloma The Topic: Budgeting For A Home On this week’s episode, Caleb and Jason dig into the nuts and bolts of homebuying. They’ll talk about various types of mortgage loans, financing options, fees, and most importantly how to budget for the right home. If you’ve ever wondered how much home you can responsibly afford, this one is for you.

The Drink: The Gimlet The Topic: Credit Scores People have a lot of misconceptions about their credit score. On this week’s episode Caleb and Jason help you separate fact from fiction. They’ll talk about what goes into your credit scores well as ways to build or improve credit. You won’t want to miss this one!

The Drink: New York Sour The Topic: Sinking Funds Have you ever been “surprised” by a predictable expense or event? This week Caleb and Jason dive into the wonderful world of sinking funds. They’ll explain what a sinking fund is, how to set one up, and the best ways to fund one. So the next time the washing machine breaks, or the car needs tires, you won’t have to reach for the credit card!

We’ve talked about financial freedom in your 20s, 30s, 40s, and 50s. But what about when you are actually retired? As it turns out, not everyone who is retired actually enjoys financial freedom. On today’s episode Caleb and Jason conclude the series on financial freedom, and explore what it means to really be free in your golden years, as well as things to avoid.

The Drink: Barrel Age Gin Martini The Topic: What Is Financial Freedom? Last week we talked about what financial freedom looks like in your 20s and 30s. This week Caleb and Jason will explore financial freedom in your 40s and 50s. These are typically your highest earning years, but they also come with unique challenges. Learn how to make the most of your retirement red zone on today’s show.

The Drink: Barrel Aged Gin Old Fashioned The Topic: What Is Financial Freedom? This week Caleb and Jason kick off a new 3 part series. Have you ever wondered what financial freedom really is? What it means? How to achieve it? Or even why pursue it? On today’s show they will explore what financial freedom looks like in your 20s and 30s, and some simple things you can do early on in your financial j...

The Drink: Bull and Bear Cocktail The Topic: How To Handle Market Declines Pullbacks, corrections, and bear markets, oh my! Most of the time the stock market goes up, but what about when it doesn’t? Caleb and Jason spend this week’s episode explaining and defining the different types of market declines, and what to do when they go down. Spoiler alert: less is more! Listen in as they share data fro...

The Drink: Four Roses Small Batch Select The Topic: Selling a Small Business It’s the epic conclusion of our Small Business Small Batch miniseries. On today’s show Jason and Caleb discuss when it’s time to sell your small business. They’ll talk about succession planning, business valuations and how to know when it’s time to step away.

The Drink: Michter’s Small Batch US-1 The Topic: Running a Small Business On this week’s episode we continue with our Small Business Small Batch miniseries. We’ll dig into the day to day operation of a small business with topics like structuring your business, creating a culture, and how to develop and retain talent. Whether you are a business owner or are considering starting your own business, y...

The Drink: Elijah Craig Small Batch The Topic: Starting a Small Business After a brief pause for client meetings, the boys are at it again! This week we are kicking off a new series of Small Business Small Batch episodes! We’ll discuss the excitement, the stress, and the reward of starting a small business. Listen in as Jason Bernal draws on his experience of founding Blue Jay Financial Group. Hey...

The Drink: The Scofflaw The Topic: Mega Backdoor Roth As we’ve stated in the past, Roth IRAs are just about the best thing out there when it comes to retirement. What could be better, you ask? On this week’s show Jason and Caleb explore the Mega Backdoor Roth! That’s right, MEGA! Listen and learn as they enjoy an old timey prohibition era cocktail, the Scofflaw.

The Drink: The Income Tax Cocktail The Topic: Tax Time! It’s tax time, folks!. There are forms to gather, deadlines to hit, checks to be written… What could possibly go wrong?! On this week’s episode Jason and Caleb talk about everyone’s favorite time of year. Why are people so stressed? What common mistakes can you avoid? Learn how to set yourself up for a successful 2022 tax season.

The Drink: Rum Rickey The Topic: How Much Should You Have Saved at Age 30, 40, 50 and so on… A recent article talks about how much you should have saved at various ages for retirement. We see and read articles like this every year. On this week’s episode, Jason and Caleb discuss their merits as well as the dangers of putting too much stock in them. Find out how they really feel, while enjoying som...

The Drink: The Grandfather The Topic: Inheriting Retirement Accounts At some point in your life you may inherit a retirement account or two. Or seven. And if losing a loved one isn’t hard enough, you will be presented with some difficult decisions when it comes to settling these types of accounts properly. On this week’s episode, Jason and Caleb explain the rules, and tell you how you can best han...

The Drink: Rye Old Fashioned The Topic: Inherited Farm Ground Jason flies solo this week and revisits his best performing blog post of 2021 “When Farm Ground You Inherit Is A Bad Investment”. Inheritance can be a blessing, but this particular item is full of even more emotion than normal and Jason breaks down the numbers and the emotions related to inherited farm ground.

The Drink: French 75 The Topic: FInancial Resolutions for the New Year It’s time to ring in the new year! On this week’s episode the Jasons and Caleb discuss some resolutions that are worth keeping. If you are looking to get on track for 2022, listen up! The boys go way back to prohibition times for the New Year’s Eve cocktail, the French 75.

The Drink: Cranberry Bourbon Cocktail The Topic: Inflation It’s the Christmas episode, so this week the boys are talking about the..the…the…The GRINCH! Well not really, but kind of. They’ll dive into the topic of inflation and the impact it has on your savings and retirement plans. Join Jason and Caleb as they enjoy a Christmas party cocktail to share with family and friends. Merry Christmas!

The Drink: The White Russian The Topic: Dollar Cost Averaging On today’s show Jason and Caleb are talking about dollar-cost averaging. Chances are you’ve heard about it, but may be wondering what it actually means. What are the benefits? Is it actually the best way to invest long-term? What are the behavioral advantages? Tune in for the answers, and don’t forget the White Russians, dude.