How $100M Families Manage Money (Family Office CEO Explains)

Thank you SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerSisters We’re bringing this conversation to you because most people never get a window into how leaders like this actually think, especially high-powered women who’ve built iconic careers in finance. In this Tiger Sisters episode, Jean and Cherie sit down with Holly MacDonald, CEO of Bessemer Trust – $298B in AUS (assets under supervision). This is a rare conversation about leadership at the highest levels of finance, wealth management, family offices, what it actually takes to earn trust over decades, and how women navigate authority and credibility in rooms where decisions move billions. Holly shares the lessons she’s learned rising to the top of one of the most respected firms in finance, from managing long-term client relationships to leading with clarity in moments of uncertainty. We break down: ✅ What it really means to manage wealth across generations ✅ How trust is built (and lost) in high-stakes environments ✅ How women earn authority without performing or posturing ✅ The long-term thinking required to lead through volatility ✅ Why judgment, not charisma, is the most underrated leadership skill 🐯👯‍♀️ We’re the Tiger Sisters: Your Wall Street & Silicon Valley big sistersDecoding Money • Power • Love ✨ New episodes every Monday | Shorts all week ✨ 💌 Want to partner with us? Sponsorships: [email protected] ⏰ Timestamps 01:27 - What Is a Family Office? 03:00 - Running a $298BN Firm 05:21 - The Secret to Moving from COO to CEO in Finance 06:15 - Her Advice: Don't Do Everything 07:39 - You Can Have It All (At Different Times) 09:36 - Don't Step Out of the Race (DON'T LEAVE YOUR CAREER) 15:20 - How Do Family Offices Work? And What Can We Apply? 16:18 - What Is the Purpose of Your Wealth? 18:12 - What Is the Common Goal For Wealth? 22:30 - How Can We Translate Billionaire-Thinking? 26:30 - What IS YOUR MONEY FOR? 28:30 - What is Holly's Personal Financial Goal? 33:10 - How Holly Navigates Male Dominated Spaces (Finance) 36:00 - Accumulate Information & Know WHEN To Use It 38:57 - Career Starters, Give Your Input To Senior VPs! 40:52 - Fortune Questions Ice Breaker 43:28 - The Most Outrageous Thing You've Done For Love Why trust us?▫️ Cherie Brooke Luo — 100M+ views demystifying tech, finance & MBAs▫️ Jean Luo — ex-Goldman Sachs, ex-Snapchat exec, 50+ AI patents, startup investor▫️ Together: 4 Ivy League degrees • built billion-dollar products • two startups — decoded for you What you’ll get (and keep):▫️ 🚀 Ivy League cheat sheets — no $250K tuition▫️ Personal finance playbooks (salary, investing, negotiation)▫️ Networking scripts behind $100M+ deals & job offers▫️ Real conversations with CEOs, operators & investors▫️ Mindset resets — clarity without the pricey coach▫️ Systems for career, money, and long-term growth 💛 LET’S CONNECT ~ CHERIE ~Instagram — /cherie.brookeTikTok — /cherie.brookeSubstack — cherieluo.substack.comLinkedIn — /cherie-luo ~ JEAN ~Instagram — /jeanluo_LinkedIn — /jeanluo 👉 Hit Subscribe & tap the 🔔, then leave a ⭐️⭐️⭐️⭐️⭐️ review on Spotify & Apple Podcasts. It takes 10 seconds and makes a massive difference in helping new people discover Tiger Sisters. 🛍️ Items: 🍵 Sisters Matcha — www.sistersmatcha.com 🌀 Everything else — https://amzn.to/3z0dx5b