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Jill and Mark discuss the rise of "helicopter parenting" in the workplace— why mom and dad need to back off. Then, they help Marie, a caller with a newborn and a toddler, figure out how to start saving for college. They dig into whether Trump Accounts or 529s make more sense, and how to keep things fair between her children. Plus: Are young people really spending too much money on McDonald's?
Belle Burden's bestselling memoir, Strangers, was framed as a cautionary tale about women left financially vulnerable after divorce, but it omitted a crucial detail: her substantial family wealth. Jill and Mark explore why full financial transparency matters, what couples should understand before signing a prenup, and how to approach essential money conversations before marriage. Plus: they help caller Megan navigate a disagreement with her husband about whether the pair can afford a bigger home.
Jill and Mark discuss the spectacular collapse of the Situational Awareness hedge fund and what it reveals about today's AI-fueled investing boom. They help a caller fighting back tears figure out how to balance three competing priorities: saving for retirement, paying for her children's college, and preparing to care for her mother following the diagnosis of a degenerative illness. Plus: a reaction to billionaire Jeremy Grantham's outrageous advice that investors should ditch U.S. stocks altogether.
A growing number of young Americans no longer believe that ambition and hard work lead to success. Jill Schlesinger, Mark Talercio, and special guest host Kayla Sabbagh of Greenspring Advisors explain why that mindset can become a self-fulfilling prophecy and why believing you have agency over your future is essential to both your financial success and your mental health. Plus: they respond to a fiery YouTube comment about inheritance, family expectations, and leaving your money to charity.
Most Gen Z and millennials say the cost of raising a child feels financially out of reach and many don't believe they can start a family within the next five years. Jill offers a reality check: if you want kids, don't let fear stop you. Joined by special guest host Kayla Sabbagh of Greenspring Advisors, Jill and Mark explain why raising kids in this economy is more achievable than you think. Plus: 23-year-old Brianna, who still lives with her parents, calls in for guidance.
A 29-year-old who's been out of work for four years says he no longer believes in the American dream—or the stock market. Jill and Mark offer a reality check, a pep talk, and practical advice for getting back on track. Plus: Jill and Mark dismantle the advice of "small business acquisition specialist" BenKellyOne, who instructs his followers to borrow money to buy an accounting firm without a CPA license as a way to generate extra income.
Jill and Mark discuss a $50 million Ponzi scheme that ensnared dozens of investors with promises of big, risk-free returns. Then, they break down the emotional manipulation tactics scammers use to gain your trust and how to protect yourself as AI makes fraud more sophisticated and harder to spot than ever. Plus, a burned-out caller is desperate for a career reset and wonders how long she can afford to coast on her savings before figuring out her next move.
Dating has become another casualty of inflation. A new study finds millennials spend an average of $252 per date and Gen Z spends $205. Meanwhile, half of singles say they're going on fewer dates or choosing cheaper activities. Plus, a 30-year-old single woman is daunted by the exorbitant cost of freezing her eggs, and TikTok investor Raoul Pal dismisses the S&P 500's 11% average annual return in favor of investing in bitcoin.
Half of American adults under 30 are now living with their parents. Is this the new normal, or just a temporary consequence of today's housing market? Regardless, Jill advises young adults living at home to at least offer to chip in financially. Plus, Mark explains why obsessing over minimizing taxes can lead to costly investing mistakes, and Jill shares her thoughts on how friends with different income levels should approach splitting the cost of dinners, vacations, and group outings.
Cassandra and her husband made headlines after leaving New York City to buy a home in rural Italy for just $13,000. She breaks down what motivated the move, how she's adjusted to life in a tiny mountain town, embraced a lower-cost lifestyle and whether trading the conventional American dream for a simpler life abroad was worth it. Plus, Jill and Mark explain what SpaceX's inclusion in Nasdaq index funds actually means for investors, and why one TikToker's recommended tax loophole is complete nonsense.