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The “Asset Location” Dilemma: Tax Strategy or Tax Trap?

The “Asset Location” Dilemma: Tax Strategy or Tax Trap?

How important is "asset location" - the practice of placing "high tax" investments into our qualified, tax-advantaged investing accounts?

35 Lessons from 35 Years

35 Lessons from 35 Years

A fun, celebratory look back over some lessons I've learned throughout life, from the mundane to the deeply meaningful.

Should I “Reset” Retirement Withdrawals in Bad Markets?

Should I “Reset” Retirement Withdrawals in Bad Markets?

Can a small difference in retirement date affect someone's spending for the next 30+ years? Should I reset my retirement withdrawals?

Are You Not Entertained?!

Are You Not Entertained?!

Remember that scene from Gladiator? Well, it's going to help us through volatile markets

Is ‘Benefits Hacking’ Genius? Or Immoral?

Is ‘Benefits Hacking’ Genius? Or Immoral?

Is "benefits hacking" a way of unfairly gaming the system, or justly playing by the rules? Savvy financial planning or an ethical gray area?

The Man Who Never Looked Up

The Man Who Never Looked Up

They say "the best story wins." How do take "financial planning" - an admittedly boring topic at times - and tell a better story?

Buffett’s Way vs. Index Funds

Buffett’s Way vs. Index Funds

Warren Buffett is great. Index funds area also great. But they are not the same! How do we square that circle?

Baby Maeve and the Ovarian Lottery

Baby Maeve and the Ovarian Lottery

What financial lessons can we learn from an 8-month old baby about luck, timing, and something called "the Ovarian lottery?"

The Eye of the Beholder

The Eye of the Beholder

How can two groups of people see the same exact facts, the same reality, yet come to polar opposite conclusions?

Tricky Dick’s Essential Retirement Advice

Tricky Dick’s Essential Retirement Advice

Who knew Richard Nixon, with his curiosities and complexities, was also a retirement philosopher?


Podcast Feed

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…


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