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Mailbox Money

Jackson Wood

Mailbox Money

A weekly Business and Investing podcast
Good podcast? Give it some love!
Mailbox Money

Jackson Wood

Mailbox Money

Episodes
Mailbox Money

Jackson Wood

Mailbox Money

A weekly Business and Investing podcast
Good podcast? Give it some love!
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Episodes of Mailbox Money

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In this episode we talk about the return of dividends! We've seen some new surprising companies start paying dividends recently and we think talking through this decision can help investors understand where dividends belong in a portfolio. To
In this episode we talk about sports and math and the intersection of both. In any investment we make, we care more about the direction of the moat rather than the size of the moat itself. One of the best examples we have of this is Dicks Sport
In this episode we talk about Bitcoin. We are incredibly proud of our longstanding belief in Bitcoin and we discuss recent changes in the landscape and how we frame Bitcoin inside of our portfolio.To learn more, or to schedule a meeting with
The arc of complex data analysis surrounding any question now is expanding so fast that we wonder if investors are ending up farther away from the most efficient goal – a simple and repeatable solutionAre we talking basketball or stocks? YE
In this episode we discuss something that we've recently changed our mind on, and something that's blown our minds. So, what is Schmuck Insurance?!We hope you enjoy this episode. To schedule a meeting with our team, email us: team@freedom
In this episode we give specific examples of Yield on Cost and how powerful it can be for your portfolio - and peace of mind. Often times investors find themselves searching for high yielding companies while ignoring those with a lower yield.
In this episode we discuss benchmarking. Many investors are confused. There are thousands of different indexes and benchmarks used by Wall Street. Instead of creating confusion, performance chasing, and potentially causing yourself problems, w
In this episode we share 5 lessons we have learned to sprinkle the magic of investing across 5 kids (each!). To schedule a meeting with our team, email us: [email protected]
In this episode Ryan and Jackson discuss the most underrated question for investors: "When can I get my money back?"Liquidity is undervalued by too many. Those who understand its upside will tell you it's worth more than most features descr
We're back! First off, we wanted to thank everyone that reached out during our hiatus. It means a lot to us that we have such thoughtful listeners and it felt good to read your messages. In today's episode we go right at Wall Street and dis
Jackson goes solo and shares incredible investing (and life) lessons from the late Charlie Munger. Charlie Munger passed away in November 2023 at the helm of Berkshire Hathaway. Not only was Charlie an incredibly wise investor, he was a great
This week we wanted to share a wonderful podcast Ryan had the honor of being on, Chasing What Matters.The Chasing What Matters podcast is hosted by Glenn and Jacob Robinson (father and son) and brings you interviews with industry shaping lead
In this episode we discuss performance chasing versus sticking to an evidence based investment strategy designed to help you reach your goals. We cite a study from Vanguard about the outperformance of sticking with a specific strategy compare
We all have a lot to be grateful for. In today's episode we discuss some of the many things we appreciate. We are grateful for you listening to our show!www.freedomdaysolutions.com
In this episode we talk about the incredible story of Theodore R. Johnson. Mr. Johnson never made more than $14,000 a year, but he invested wisely so wisely that he made $70 million by the time he was 90 in 1991.
Today we are going to share one of the most incredible stories we’ve been lucky to learn from, born from the simplest of all stock market math – do you have debt or cash?This company is another example of why we believe in actively managing
In this episode we look at a time period, 13 years to be exact, where the market returned a total of -2.97%. Now this isn’t a prediction of what we will see for this decade, but it proves a valuable lesson for all investors, especially those wi
We recently saw and advertisement in the Wall Street Journal, for a “special CD rate of 6%.” It took us reading the footnotes to discover the truth. In this episode we discuss Bank Yourself, our version of earning an attractive rate on Safe M
In this episode we discuss the uncommon upside found in capitalism and how it can benefit those most in need. We also discuss Donor Advised Funds and how they can play an incredible part in your own financial plan. To schedule a meeting with ou
In this episode we discuss a valuable lesson we learned while in Chicago. We discuss one of our opportunities, why we believe it’s an uncrowded and overlooked company and share some of the math behind our research. To learn more, email us: te
One of the unfortunate aspects of speculation is that price often drives narrative. Nowhere is this more obvious that in cryptocurrency and crypto assets.I’ve been investing and involved in crypto since 2012. Since then, we’ve seen 3 very la
One of our humblest but largest disagreements with most investment professionals is that Growth OR Value is the wrong question. Why not be selective enough to wait for BOTH?!  Today, we’ll share a specific example that is one of our favorit
Peter Lynch once said, “Behind every stock is a company. Find out what it’s doing.”For every investor and their investment journey, there ultimately comes a time when one of their holdings experiences some sort of trouble.It really doesn’
In this episode we discuss Freedom Day. In the midst of complex retirement planning strategies, often designed to enrich Wall Street, we explain our process and share what goes into building a Freedom Day plan. We believe that when you have m
In this episode we discuss the disciplines and freedoms of active management. When grounded in evidence-based data, we find ourselves far away from the crowds of predictions and anxiety. Today we’re going to take you into one of our Stock Tourn
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