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You can afford anything, but not everything. We make daily decisions about how to spend money, time, energy, focus and attention – and ultimately, our life. Every decision is a trade-off aga...
#713: Tiffany Aliche spent her 30th birthday in her childhood bedroom, $300,000 in debt, unemployed, and freshly foreclosed on. Sixteen year...
#712: Jeff Hurst, CEO of Furnished Finder, joins us to break down what midterm rentals are, who they're for, and why now might be the best t...
#711: A computer science degree used to feel like a sure thing. Job placement rates topped 90 percent. Starting salaries cleared $80,000. Yo...
#710: What does it really look like to balance financial optimization with real-life tradeoffs—whether that’s choosing meaningful work, spen...
#709: Keith Wargo has spent decades navigating one of the most daunting financial planning challenges a family can face: raising a child wit...
#708: What’s the smartest way to handle big financial transitions—when the stakes are high and the “right” answer isn’t always obvious? Anon...
#707: Joe and I traveled to the campus of Texas A&M University-Texarkana for a very special live recording. We were joined by Jay Davis, the...
#706: When the numbers look straightforward—but the rules, timing, and future are uncertain—how do you decide what to do next? KJ has $90,00...
#705: Jon McNeill, former president of Tesla and COO of Lyft, starts with a simple problem: his teenage son is about to start driving, and h...
#704: How do you make smart financial decisions when you’re balancing debt, investing, and big life changes … all at the same time? Today, B...
#703: April’s jobs report comes in much stronger than expected, with 178,000 jobs added and unemployment ticking down to 4.3 percent. That h...
#702: Olivia is saving for a specific three-year goal and wants to know whether a money market fund is the right place to store that cash, o...
#701: Forget the idea that you need a magic number to retire. Jamie Hopkins is a certified financial planner, professor of taxation at the A...
#700: Today we’re tackling three different financial questions from our listeners. First, we’ll hear from Melanie, who is deciding whether t...
#699: You've probably heard that mindset matters. But what does that actually mean, and is there science behind it? Nir Eyal, author of Beyo...
#698: We explore financial decision-making at different stages of life: A high-earning federal couple debates whether to pause retirement co...
#697: Most people regret the things they never tried. Venture capitalist Bill Gurley says that pattern shows up again and again in research...
#696: (01:50) Jeremy has been a careful budgeter for years, but a surprise car repair has him tapping his emergency fund. With rates falling...
#695: The U.S. lost 92,000 jobs in February, pushing unemployment to 4.4 percent.That result contradicts a different report released two day...
#694: There are about 90 million unique job titles in the U.S. labor market. Ninety million. If you are trying to negotiate a raise, switch...
#693: AI learns your job in weeks … and you start wondering if you still have one. That question shapes our conversation with Dr. Ben Zweig,...
#692: Anonymous (02:01) is excited about early retirement and family time but worried about his brother-in-law, who just returned from a vac...
#691: Your IQ used to be your biggest career asset. Then AI scored in the 99th percentile on the LSAT, the SAT, and the MCAT — and suddenly...
#690: Blanca (01:28): Blanca, an immigrant mother raising a 14-year-old, wants her son to think critically about college—not just as an expe...
#689: Most people think forgetting a name means their brain is failing. Dr. Majid Fotuhi, a neurologist who taught at Johns Hopkins and Harv...
#688: Anonymous: "Anonymous Sheryl" is 38, mortgage-free and exhausted after 15 years of teaching. She’s torn between pushing a few more yea...
#687: Your tax refund might be $300 to $1,000 bigger this year, and that's just the beginning of what's changing with your money. The Tax Fo...
#686: Rachel: Rachel is new to investing and has noticed the stock market being dominated by AI companies. She wants to make sure her portfo...
#685: You're not an investor. You're a saver. That's the first of 10 principles Cullen Roche shares in this conversation about building what...
#684: Most people search for the perfect portfolio — the one allocation that works in every market, at every age, for every goal. This inter...
#683: Candy now — or a toy later? You slide play money across the table and let your kid choose. That moment kicks off this episode, where D...
#682: Grab the FREE handbook: affordanything.com/financialgoals For 76 years, the British cycling team lost — every season, without exceptio...
#681: Barry Ritholtz's mom sold real estate. Those dinner table conversations about mortgages helped him spot the 2008 crash before most of...
#680: Mia: Mia and her husband are planning early retirement and want to draw down their taxable brokerage accounts for the next decade. She...
#679: Will you still have a job in five years? Zack Kass, former OpenAI executive and 16-year AI veteran, joins us to tackle the question th...
#678: Anonymous (01:52): "Victoria" is 51, single, and still enjoying their W2 job while building a side business from a passion hobby. They...
#677: Happy New Year! We're kicking off 2026 with a reality check on where your money stands right now. The Good News: Gas prices dropped be...
#676: Ally:How can I optimize my asset allocation and Roth contributions now that I’m over $1 million in assets? I’m 45, single, never marri...
#675: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today’s letter E stands for Entrepren...
#674: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter R stands for Real Esta...
#673: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today's second letter I stands for In...
#672: Welcome to Greatest Hits Week — five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter I stands for Increasin...
#671: Welcome to Greatest Hits Week — five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter F stands for Financial...
#670: As we close out 2025, premium credit cards are more expensive and more complicated than ever. It’s fair to ask whether the points game...
#669: Slade (01:43) - Slade, 44, and his wife plan to downshift careers in the next five to seven years while raising their 11-year-old daug...
#668: We’re joined in-studio by David Bach, bestselling author of The Automatic Millionaire and The Latte Factor. He’s updated his most popu...
#667: Home prices have outpaced wages for more than a decade, and first-time buyers are stretching further every year. Now a new idea is ent...
#666: In this First Friday economic update, we explore the paradox defining our current economy: record-breaking retail numbers alongside pl...
#665: If you’ve ever stared at an insurance quote and wondered, “Is this really worth it?”, you’re not alone. Liability and umbrella policie...
#664: Have any of these thoughts ever crossed your mind? If I had more willpower, I’d achieve my financial goals. I’m doomed to fail with mo...