Yesterday
What to Do After You File Your Taxes: 5 Smart Money Moves to Make Now
You filed your taxes, hit submit, and finally took a breath. But filing your return isn’t the finish line—it’s the starting signal. Most people close the folder, move on with their lives, and don’t think about taxes again until next year. That’s exactly why tax season keeps feeli ... Show More
28m 35s
Apr 24
Why You Keep Repeating the Same Money Mistakes (And How to Break the Cycle)
You can be earning good income, paying your bills, and trying to budget—and still feel like you’re stuck in the same financial patterns over and over again. Overspending when you’re stressed. Avoiding your accounts when you’re overwhelmed. Feeling shame about debt, even when life ... Show More
38m 9s
Apr 21
Don't Buy That Investment Just Because You Heard About It on a Podcast
Have you ever bought a stock, ETF, or fund because you heard about it on a podcast, saw it in a newsletter, or watched someone talk about it online? You’re not alone—and you’re not wrong for wanting to learn more about investing. But there’s a hidden risk that most people don’t r ... Show More
34m 12s
Nov 2025
The Real Financial Order of Operations - Part 1 of 2
This week we’re tearing apart one of personal finance’s most overused frameworks: the “financial order of operations.”
You’ve heard a version of it before—pay this, save that, sacrifice now, maybe retire someday. The problem? Most of those systems were built by people who either ... Show More
31m 8s
Sep 2024
Ask HTM - Smarter Ways to Cut Credit Cards, Unrealized Capital Gains on the 401k, & Jumbo Down Payments #880
Let’s dive into the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guid ... Show More
47m 27s
Turning 40 has me thinking about the money lessons that actually matter — not the flashy hacks, but the real, sometimes boring, strategies that keep your financial life from falling apart.
In part three of my 40 Money Lessons at 40 series, I’m digging into debt, credit, and protection — the unsexy side of money that quietly saves you thousands.
40 Money L ... Show More
