Podcast Feed
Scrimping, Splurging, and Other Crazy Spending Stories - E109
Jesse explores the value of financial priorities and the balance between spending and saving with guests Diania Merriam, Justin Peters, Bill Yount, J…
The Best Interest
06/18/2025
Go Roth Now Before It’s Too Late? And Other Listener Questions | AMA #7 - E108
Jesse answers a range of listener questions on topics including estate planning, life insurance, financial benefits of marriage, tax strategies for h…
The Best Interest
06/04/2025
19 Questions to Uncover Good, Bad, and Ugly Financial Advisors | Don McDonald - E107
Today, Jesse is joined by Don McDonald to offer a critical examination of the financial advising and annuity industries, warning retirees and near-re…
The Best Interest
05/21/2025
Retirees’ Mistakes and Wake-Up Calls: Expectations vs. Reality - E106
Jesse explores insights from the Retirements and Perspectives study, which captures the experiences and expectations of individuals transitioning int…
The Best Interest
05/07/2025
It’s Not Too Late: Smart Money Moves After 50 | Bill Yount - E105
Jesse explores the financial journey of late starters with guest Bill Yount, co-host of Catching Up to FI. In the opening monologue, Jesse shares his…
The Best Interest
04/23/2025
Tariffs, Turbulence, and the Harsh Truths We Must Now Face - Bonus Episode
Today, Jesse critiques emotional, reactive investing during volatile market conditions—especially in response to tariffs and recession fears—while pr…
The Best Interest
04/14/2025
"Tax-Free Retirement" - Smart Strategy or Overhyped Gimmick? And Other Listener Questions | AMA #6 …
Jesse answers listener questions on financial planning, investment management, and retirement. He discusses the challenges of rising homeowner’s insu…
The Best Interest
04/09/2025
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 Best Interest
03/26/2025
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 Best Interest
03/26/2025
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…
The Best Interest
03/12/2025
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…
The Best Interest
02/26/2025
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…
The Best Interest
02/12/2025
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…
The Best Interest
01/29/2025
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 Best Interest
01/15/2025
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…
The Best Interest
01/01/2025
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…
The Best Interest
12/18/2024
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…
The Best Interest
12/04/2024
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…
The Best Interest
11/20/2024
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…
The Best Interest
11/06/2024
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 …
The Best Interest
10/23/2024