Friday Flight - Social Security Fears, Increa...

We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it ...  Show more

Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to g ...  Show more

I asked our audience one simple question: How much money would you need to feel rich? What I didn’t expect was a tidal wave of answers that weren’t just about income—they were about identity, survival, trauma, and the deep psychology of money. In this episode, I’m digging into th ...  Show more

Financial wellness isn’t just math—it’s mindset. Today, Jack Howard, strategic program and communications lead at Ally and secretary of the Ally Charitable Foundation, joins me to unpack money psychology, values-based spending, and why “financial confidence” has very little to do ...  Show more

When it comes to love, weddings, and money — things can get messy. In this special episode, we’re re-releasing a conversation I had on the Here Comes the Drama podcast with Christa Innis, to talk about one of the most common (and costly) mistakes couples make: avoiding real conve ...  Show more

We spend so much time stressing over budgets, investments, credit scores—basically, all the numbers. But what if I told you the biggest financial decision you’ll ever make isn’t about money at all? In today’s episode, I’m getting real about the one life choice that will shape eve ...  Show more