A Better Way to Money

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Should I Trust AI With Money Advice? An Expert’s Honest Answer

June 25, 2026

Great news! AI will answer any financial question you have. The catch? It learned everything it knows from strangers on the internet. And despite that fact, a surprising number of millennials are using it to tell them how to manage their money. Host Jennifer Borget sits down with research scientist and author Janelle Shane, one of the clearest minds on how AI actually works behind the screen, to figure out when it’s a genuinely useful starting point and when trusting it with your financial qu...

How to Care for Your Kids, Your Parents, and Yourself—All at Once

June 11, 2026

If you’re raising kids while also keeping an eye on your aging parents, you’re in good company—about half* of middle-aged Americans are right there with you. But most are figuring it out on the fly, making the squeeze that much harder. Host Jennifer Borget sits down with estate planning attorney and Sandwich Generation Survival Guide podcast host Candace Dellacona to unpack what the sandwich generation is really facing: what eldercare actually costs, where the planning gaps hurt the most, and...

Prenups, Postnups, and the Must-Have Money Talk Most Couples Skip

May 28, 2026

Want your relationship to go the distance? One of the best things you can do—especially if you’re getting married—is have an honest money conversation. Family law attorney and HelloPrenup founder Julia Rodgers joins host Jennifer Borget to show how prenuptial and postnuptial agreements give couples a powerful framework for doing exactly that. Julia reframes these contracts from top to bottom: not as legal protection against failure but as one of the most loving, intentional steps two people c...