Personal Finance for Long-Term Investors

*BIG* Career Changes & A Personal AMA | Jesse Cramer - E150

Jesse shares an exciting new career update. And to celebrate 150 episodes, we're doing a unique AMA episode. Looking for a financial planner?  → PlanWithJesse.com Fir

Your Passive Portfolio Is More Active Than You Think - E151

Sure, you own index funds. But 99% of portfolios have a "shade of gray" that's more active than we realize. This episode dives into the "shades of gray" in passive invest

Even Pros Make This Simple Tax Planning Error (AMA, E149)

An "Ask Me Anything" episode including questions like: Effective tax rates or marginal tax rates…which one matters? I'm at my retirement number, but this stock market i

Is My DIY Financial Plan Working? - E148

We all know the importance of having a good financial plan in place. But…are we all talking about the same thing? What *is* a financial plan, and how do we know if ours i

So, You're Retiring? Answering Common Questions from Soon-to-Be Retirees (AMA, E147)

Gliding into retirement raises dozens of questions - some about numbers, many about feelings. And listeners like you have many questions about that transition. Today's "A

What You're Missing on Your Investment Statements - E146

Your monthly investment statements show what you own, how you've done, and some basic info. But there's so much info NOT included on your statement, and that's what we're

The Roth Conversion Checklist (AMA, E145)

Are Roth conversions good for YOU? Why - or why not? Today's AMA episode is all about that topic.  Looking for a financial planner?  → PlanWithJesse.com In this Ask M

Are You Hoarding, Hustling, or Harvesting in Retirement? - E144

Retirees struggle to transition from "hustling" and "hoarding" to "harvesting." It's costing them time. It's limiting their experiences and relationships. This isn't good

The Three Things Money Can't Fix in Retirement (E143)

You've got the retirement numbers all figured out. You're set. But - how will you fill your time on random Tuesday in Year 4 of retirement? Do you have that kind of "soft

Stop Eating! It's Costing You BILLIONS! (AMA #17) - E142

"Opportunity cost" analysis could make you think that every dollar you spend is ruining your future retirement finances. We address this way of thinking in today's "Ask M

The 14 Retirement Risks - And How to Beat Them (Pt 2) - E141

We all want retirement success. But how do we achieve it? What if the best method is to identify possible *failures* first, and then simply work backward to avoid those f

The 14 Retirement Risks - And How to Beat Them (Pt 1) - E140

We all want retirement success. But how do we achieve it? What if the best method is to identify possible *failures* first, and then simply work backward to avoid those f

Debate! ...Taking Sides On 10 Retirement Sub-Topics (E139)

We dive into 10 common retirement topics and debate two sides of the argument. You'll walk away with a better understanding of how to make decisions in your retirement pl

Making Retirement As Simple as Possible, but No Simpler (AMA, E138)

Retirement planning doesn't need to be rocket science. But it's also not ABCs and 123s. There's a middle ground of simplicity, but not over-simplicity. That's the topic o

Target Date Funds: More Flawed Than Advertised (E137)

Target date funds can be good. But most are not. That's the uncomfortable fact we'll dive into in today's episode.  Looking for a financial planner?  → PlanWithJesse.co

He Retired Early - Here's What No One Warned Him About (E136)

In today's replay of episode 62, Jesse is joined by Fritz Gilbert—retirement blogger behind The Retirement Manifesto and former corporate executive turned early retiree—f

Why Trump Accounts Fall Short (AMA, E135)

On his 15th Ask Me Anything episode, Jesse tackles a fresh set of listener questions with a throughline that centers on how to evaluate financial decisions in a world ful

Even Financial Advisors Misunderstand Monte Carlo Retirement Analysis (E134)

In this technical deep dive, Jesse pulls back the curtain on one of the most commonly cited tools in retirement planning—Monte Carlo analysis—explaining what it actually

Uncomfortable Truth: Great Investing Decisions Can Look Wrong For Years (E133)

Jesse is joined by Rubin Miller—former Dimensional Fund Advisors insider, founder and CIO of Peltoma Capital Partners, author of the Fortunes and Frictions blog, and nati

Are You in a "Goldilocks" Retirement Range? (E132, AMA)

On his 14th Ask Me Anything episode, Jesse tackles a set of listener questions that expose the messy, real-world edges of financial planning—where tax rules, behavioral t