Why Online Shopping Is So Much Harder for Today’s 20-Somethings Than It Was For Gen-Xers

access_time 2025-05-20T21:00:20.61Z face Lee Woodward
Why Online Shopping Is So Much Harder for Today’s 20-Somethings Than It Was For Gen-Xers When I was in my twenties in the 1990s, online shopping was… clunky. Slow. Honestly, a little weird. You’d fire up a desktop computer, dial into the internet (yes, that screechy dial-up sound), and browse a few...

Budgeting: Start Where You Are

access_time 1744838220000 face Lee Woodward
Ever open your bank app and feel your stomach drop? You see $42.19 and think, “How am I going to make this work?” That moment of panic, that wave of failure — you’re not alone. We've all been there. But here's the truth: budgeting isn't about spreadsheets or shame. It's about clarity. And it’s one o...

Why Buy Now, Pay Later Feels Easy… Until It’s Not

access_time 1740691500000 face Lee Woodward
Today we’re talking about something I’ve become a little obsessed with: Buy Now, Pay Later apps (you know—Afterpay, Klarna, Affirm, Sezzle... the list goes on). These things weren’t even around when I was in my 20s and 30s—and honestly? Thank. God. Because if they had been, I would’ve gotten myself ...

How to Budget When You Feel Broke and Overwhelmed

access_time 1744664880000 face Lee Woodward
You ever open your bank app and see something like $42.19 staring back at you—and you that’s not gonna cut it? Bills are coming, your fridge is half-empty, and all you feel is that wave of failure rolling in. Been there. And I don’t know anyone who’s made it into adulthood who been there. That’s exa...

Should I Start a 401(k) and How Much Should I Contribute?

access_time 1738706820000 face Lee Woodward
Heather wrote in with a great question: “I just became eligible for my employer’s 401(k). Should I participate? And how do I know how much I can afford to put in?” If you're in the same boat—congrats! Getting access to a 401(k) is a big deal, and the short answer is: yes, you should absolutely parti...