Blog Feed

Should the Higher-Earning Spouse  Delay Social Security?

Should the Higher-Earning Spouse Delay Social Security?

There are dozens of Social Security "strategies." Should the higher-earning spouse delay Social Security as long as possible?

Should You Invest At All-Time Highs? [Redux]

Should You Invest At All-Time Highs? [Redux]

Not only is the stock market at an all-time high, but valuations are also creeping higher. Should we be *selling* some stocks?

Planning For Your Healthcare Costs, To and Through Retirement

Planning For Your Healthcare Costs, To and Through Retirement

How do healthcare costs change - and how do we plan for that? - during the different stages and phases of your retirement?

Your Only Retirement Constant Will Be Change (Turn, Turn, Turn)

Your Only Retirement Constant Will Be Change (Turn, Turn, Turn)

Some of us retire at 70. Others at 40. But no matter your retirement age, your retirement will change over time.

Too Much in 401(k) and Tax-Deferred Accounts?

Too Much in 401(k) and Tax-Deferred Accounts?

401(k) accounts are ubiquitous. It's common to see large 401k balances. But is there such a thing as "too big" a pre-tax bucket?

Too Much Risk? The 6 Components of Behavioral Loss Tolerance

Too Much Risk? The 6 Components of Behavioral Loss Tolerance

What are the six components of "behavioral loss tolerance," and where do you stand as an investor?

Even Multi-Millionaires Can’t Get This Basic Idea Right

Even Multi-Millionaires Can’t Get This Basic Idea Right

I suppose a lot of this comes down to how much "wonderful" you want, and where you’re willing to sacrifice for your "wonderful."

0% Capital Gains vs. Roth Conversions: How to Optimize in Your Financial Plan?

0% Capital Gains vs. Roth Conversions: How to Optimize in Your Financial Plan?

If I have limited space in my financial plan, am I better off paying 0% capital gains or doing low-tax Roth conversions?

RMDs + Sequence Risk = Retirement Destruction?

RMDs + Sequence Risk = Retirement Destruction?

Do required minimum distributions (RMDs) have a destructive synergy with the sequence of returns risk? Can this combo "sink your boat?"

Stocks For Wealth, Bonds for Sanity

Stocks For Wealth, Bonds for Sanity

This is why we own both stocks and bonds. They serve simple, important, and drastically different purposes.


Podcast Feed

Military Money Lessons That Civilians Can’t Afford to Miss  | Spencer Reese - E117

Military Money Lessons That Civilians Can’t Afford to Miss | Spencer Reese - E117

Today, Jesse is joined by Spencer Reese—Air Force veteran, financial educator, and creator of the Military Money Manual—for a conversation about the …

Manage *Yourself* More Than Your Portfolio  |  Hanna Horvath - E116

Manage *Yourself* More Than Your Portfolio | Hanna Horvath - E116

Today, Jesse is joined by Hanna Horvath—Certified Financial Planner, managing editor at Bankrate, and author of the Your Brain on Money newsletter—fo…

Where Investors Go Wrong: Tax Traps, Math Mistakes, and Behavioral Biases - E115

Where Investors Go Wrong: Tax Traps, Math Mistakes, and Behavioral Biases - E115

Today, Jesse goes solo for a candid episode unpacking the most common mistakes and misconceptions he sees in personal finance, from the temptation to…

Where Investors Go Wrong: Tax Traps, Math Mistakes, and Behavioral Biases

Where Investors Go Wrong: Tax Traps, Math Mistakes, and Behavioral Biases

Today, Jesse goes solo for a candid episode unpacking the most common mistakes and misconceptions he sees in personal finance, from the temptation to…

The Risks and Rewards of Quitting Your Career  |  Kelan Kline - E114

The Risks and Rewards of Quitting Your Career | Kelan Kline - E114

Today, Jesse is joined by Kelan Kline, co-founder of The Savvy Couple, who shares his entrepreneurial journey from working as a jail deputy to buildi…

How to Be Smart About Inheritance Planning  |  AMA #8 - E113

How to Be Smart About Inheritance Planning | AMA #8 - E113

Jesse tackles six thoughtful listener questions spanning a range of personal finance topics. He begins with a question about using Social Security an…

Reset Your Portfolio Expectations, Before It's Too Late | Peter Lazaroff - E112

Reset Your Portfolio Expectations, Before It's Too Late | Peter Lazaroff - E112

Jesse welcomes back Peter Lazaroff to discuss the psychology and strategy of investing during uncertain times. They explore how media narratives and …

When Smart Financial Planning Backfires - ChooseFI Companion Episode - E111

When Smart Financial Planning Backfires - ChooseFI Companion Episode - E111

Today’s episode is a special bonus episode, a companion to Jesse’s discussion on episode 555 of ChooseFI! Jesse examines the risks of over-optimizati…

Buffett’s Blueprint - 8 Examples of Warren’s Timeless Wisdom - E110

Buffett’s Blueprint - 8 Examples of Warren’s Timeless Wisdom - E110

Jesse explores the timeless wisdom of Warren Buffett, highlighting both his disciplined investment philosophy and his unwavering emphasis on trust an…

Scrimping, Splurging, and Other Crazy Spending Stories - E109

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…


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