All the Hacks: Money, Points & Life

How Long-Term Investors Actually Think About Risk with Ben Carlson

May 20, 2026

#279: Learn to handle market volatility and build long-term wealth in a world dominated by AI disruption, market fear, inflation concerns, and nonstop financial noise. Chris and Ben discuss why investing remains psychologically difficult, how to think about global diversification, when to reevaluate your portfolio, and the risks most investors still overlook. Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management and the author of five books on investin...

The AI Tools I'm Building to Replace My Spreadsheets with Anish Acharya

May 13, 2026

#278: Is AI making it possible for the average person to live a fully optimized life? Chris and Anish swap notes on how custom AI tools are replacing years of spreadsheets, and reshaping the way we work, learn, create, and relate to each other. They dig into why Chris has abandoned OpenClaw, the architecture mistakes almost everyone is making, and what happens when the subsidies on all these tools eventually go away. Anish Acharya is a general partner at Andreessen Horowitz, where he leads...

The Japan ER Visit That Changed How We Travel (& Tokyo Disney) with Amy Fox

May 06, 2026

#277: The last morning of our Japan trip turned into a sprint to a Tokyo emergency room, and challenged what we thought we knew about traveling abroad. We break down what a Japanese ER really cost, credit card benefits most travelers don't know they have, the best places to shop in Japan right now, and how to navigate Disney Tokyo without losing your day to four-hour lines. Link to Full Show Notes: https://chrishutchins.com/japan-er-disney-shopping Partner Deals Copilot Money: ⁠Free 2 mo...