Should you reduce your retirement contributions to save for a house down payment faster? It’s a question that forces you to choose between two competing financial goals—and the answer isn’t as simple as picking one over the other. In this Q&A episode, Joe and I tackle three listener questions about financial trade-offs. Hannah and her…
What does it take to find work you actually love—not just tolerate, not just survive, but genuinely love? And is it even possible if you’re in your 50s and still don’t know what that is? In this conversation, I talk with Bill Gurley, general partner at Benchmark Capital and author of “Runnin’ Down a Dream:…
Should your emergency fund chase yields, or should you prioritize stability over returns? It’s a question we haven’t had to ask for years, but as interest rates drop, savers are facing a new reality. In this Q&A episode, we tackle four listener questions that span the practical and the philosophical. We start with a listener…
The jobs report that dropped today sent shockwaves through the markets, the US lost 92,000 jobs in February, completely defying expectations of a 60,000 job gain. How do we make sense of data that seems to contradict itself? In this First Friday episode, I break down the confusing signals coming from different employment reports (BLS…
Will AI take your job? In Part 2 of my conversation with Ben Zweig, we move beyond theory into the practical chaos of how work actually functions in today’s economy. Ben and I dive deep into why there are 90 million unique job titles (yes, really), how LLMs are finally solving the job categorization problem…
Will AI take your job? It’s the question on everyone’s mind—but it might be the wrong question to ask. In this interview, I talk with Dr. Ben Zweig, Chief Economist at Revelio Labs, about why we need to completely rethink how we understand work in the age of AI. Ben explains that jobs aren’t indivisible…
Three listeners, three very different financial dilemmas, but all connected by the same underlying question: What do I do when life doesn’t follow the plan? In this Q&A, we tackle three high-stakes money decisions. A post-divorce real estate leap overseas. A retiree with a suddenly swollen portfolio. And an investor questioning whether smarter returns cost…
What if the most important skill for thriving in an AI-driven economy isn’t intelligence or emotional awareness—but your ability to handle change itself? In this interview, I talk with Liz Tran, executive coach and author of “AQ”, about a revolutionary framework for understanding how we navigate uncertainty. Liz introduces the concept of AQ (Agility Quotient)…
What’s the real value of a college degree in 2026? Is it just about the paycheck, or is there something deeper we’re missing in the ROI calculation? In this Q&A episode, Joe and I tackle one of the most consequential financial decisions families face: whether college is worth the investment. An immigrant mother asks how…
In this conversation, I sit down with Dr. Majid Fotuhi to explore one of the biggest forces quietly reshaping our economy: healthcare, longevity, and the role of AI in medicine. We talk about the tension between automation and humanity, the real risks of device addiction, and what it means to live in a world where…