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Life-Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Life-Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…

Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…

The Truth About the U.S. National Debt (And How It Impacts You Personally) - E102

The Truth About the U.S. National Debt (And How It Impacts You Personally) - E102

Today we take a look at the U.S. national debt, distinguishing it from household debt and analyzing its impact on individuals and investors. Jesse tr…

Do Long-Term Investors *Need* to Invest in Real Estate? | Chad “Coach” Carson - E101

Do Long-Term Investors *Need* to Invest in Real Estate? | Chad “Coach” Carson - E101

Jesse is joined by Chad Carson, who discusses residential real estate investing as a stable alternative to stocks and bonds. While real estate offers…

Favorite Moments, Shoutouts, and a Name Change?! …From Our First 100 Episodes - E100

Favorite Moments, Shoutouts, and a Name Change?! …From Our First 100 Episodes - E100

Episode 100 of The Best Interest Podcast! This is a celebratory and reflective milestone featuring guest shout-outs, listener-favorite clips, and a d…

Will They Claw Back My Tax Breaks? Should I “Buy, Borrow, and Die?” And More - AMA #5 - E99

Will They Claw Back My Tax Breaks? Should I “Buy, Borrow, and Die?” And More - AMA #5 - E99

Time for another AMA with Jesse! First, Randy asks what it means to be rich, leading to an interesting evaluation of personal values, goals, and circ…

What Do You Mean By “little p purpose”?! | Jordan Grumet - E98

What Do You Mean By “little p purpose”?! | Jordan Grumet - E98

Jordan Grumet, AKA Doc G, returns to the podcast to share the difference between “Big P Purpose” and “little p purpose” and why you should pursue the…

The Bad “Money Scripts” Someone Else Wrote for You | Brad Klontz - E97

The Bad “Money Scripts” Someone Else Wrote for You | Brad Klontz - E97

Jesse kicks today’s show off with a monologue on the importance of having the right temperament for investing - it’s not really about intelligence at…

But is NOW the Right Time to Invest in the Stock Market?! - E96

But is NOW the Right Time to Invest in the Stock Market?! - E96

Talking solo, Jesse tackles two important, ever-present investing questions in today’s monologue. Should I try to time the market? How do I beat th…

Tax Loss Harvesting Myths Debunked: What You Need to Know Now | AMA #4 with Jesse - E95

Tax Loss Harvesting Myths Debunked: What You Need to Know Now | AMA #4 with Jesse - E95

Jesse is solo, answering your questions! Kate, a government worker with $650,000 in IRAs, is wondering how she can best rebalance her portfolio - and…

Silly Hacks, New Rules, & Unpopular Opinions - E94

Silly Hacks, New Rules, & Unpopular Opinions - E94

Jesse’s running the show solo this week, bringing with him some interesting perspectives on tax tricks, whether you should rent or buy, and college e…

Instructive and Surprising Questions to Ask Before You Retire | Joe Saul-Sehy - E93

Instructive and Surprising Questions to Ask Before You Retire | Joe Saul-Sehy - E93

What are the long-term gains of educated investment decisions? The COVID pandemic triggered fear and uncertainty, with many wanting to sell everythin…

Why Teachers Need to Be Careful | Dan Otter - E92

Why Teachers Need to Be Careful | Dan Otter - E92

Jesse opens the show by sharing a personal anecdote about a former teacher's challenging investment choices, which were burdened with high fees from …

What No One Tells You About Early Retirement | Steve Adcock - E91

What No One Tells You About Early Retirement | Steve Adcock - E91

Today, Jesse helps us step out of our financial frame and see the broader context of our lives. Quoting from David Foster Wallace’s “This is Water” s…

No Diversification = Deep Trouble?! | AMA #3 with Jesse - E90

No Diversification = Deep Trouble?! | AMA #3 with Jesse - E90

Back with another AMA, Jesse tackles your questions on employee stock incentives, diversification, how taxes affect investments, and more! Our first …

Societal Challenges and the “Money World” Don't Always Mix | Katie Gatti Tassin - E89

Societal Challenges and the “Money World” Don't Always Mix | Katie Gatti Tassin - E89

Jesse explores the intricacies of student loan forgiveness, highlighting the fallacy that loans can simply vanish without consequence. He argues that…

Practical Reasons Why "Retirement Success" Can Still Be Painful | Rob Berger - E88

Practical Reasons Why "Retirement Success" Can Still Be Painful | Rob Berger - E88

Referring back to his article, Fundamentals Of Retirement: Is the Summit “Good Enough?”, Jesse uses an experience hiking in the Adirondack Mountains …

How To Secure an Edge Against “Sequence of Returns” Risk | Tyler of Portfolio Charts - E87

How To Secure an Edge Against “Sequence of Returns” Risk | Tyler of Portfolio Charts - E87

In today’s opening monologue, Jesse explores the concept of Sequence of Returns Risk, a crucial and often misunderstood threat to retirees, by illust…

Should I Drain My 401k to Pay Off My Mortgage? | AMA #2 with Jesse - E86

Should I Drain My 401k to Pay Off My Mortgage? | AMA #2 with Jesse - E86

In today’s AMA, Jesse delves into various financial dilemmas and strategies to maximize benefits and secure a stable retirement. The first question c…

Red Flag Finance Scams on the Big, Scary Internet | Rachael Camp - E85

Red Flag Finance Scams on the Big, Scary Internet | Rachael Camp - E85

Jesse starts by sharing two of his blog posts in today’s monologue.  The first post, “The Answers are Here, But…”, expands on William Gibson’s quote,…