Personal Finance for Long-Term Investors

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Is My DIY Financial Plan Working? - E148

August 12, 2026

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 is good or not?  Looking for a financial planner?  → PlanWithJesse.com Jesse explores what financial planning actually is, why it extends far beyond investing, and how to know whether your financial plan is truly working. He begins by defining financial planning as a comprehensive process that aligns every aspect of your finan...

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

August 05, 2026

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 "Ask Me Anything" episode is dedicated to your retirement transition questions.  Looking for a financial planner?  → PlanWithJesse.com In this Ask Me Anything episode, Jesse answers listener questions about the financial and emotional challenges of preparing for retirement. He begins by discussing the transition from saver to s...

What You're Missing on Your Investment Statements - E146

July 22, 2026

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 diving into today!  Looking for a financial planner?  → PlanWithJesse.com Jesse explains why your quarterly investment statement tells only a fraction of your portfolio's true story, and why investors who stop at account balances and performance figures may be missing some of the most important risks, costs, and planning opp...