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In this episode of The Power House, JG sits down with Oliver Libby—Managing Partner of H/L Ventures and CityRock Venture Partners, Chair and Founder of The Resolution Project, and author of Strong Floor, No Ceiling—to unpack a defining fork-in-the-road decision: What do you do when you have a big calling, but you’re not ready yet? Oliver shares a moment that reshaped his entire path. After leaving a federal job with no backup plan, he’s on an Acela train to see his grandfather, ready to run for local office and start a career in public service. But his grandfather challenges him with a question that cuts through the noise: Do you want to be important—or do you want to serve? That question leads to a hard truth: if you want to be a good public servant, you need real life experience—business, budgets, payroll, empathy, and the real “engine” of the economy—before you earn the right to lead. IN THIS EPISODE, YOU’LL LEARN • How to slow time down before a major life decision (Festina Lente) • Why 70–80% certainty often has to be enough • A simple test: “Have I exhausted everything reasonable to know?” • How to handle the real cost of “deferring the dream” • Why partnerships and integrity compound over decades • How doubt gets weaponized in society—and why humans still must choose CHAPTERS • 00:00 What The Power House is about • 01:47 The fork: quitting federal work + the Acela to his grandfather • 03:14 The default path: run for office early (and why it felt urgent) • 05:14 The gut-check: “Important or serve?” + empathy as qualification • 07:25 The advice: learn business first (don’t be afraid of the balance sheet) • 08:12 The pivot: consulting → building H/L Ventures + The Resolution Project • 12:14 Festina Lente + choosing with 70–80% certainty • 14:17 The cost: embarrassment, discomfort, and deferring the dream • 16:28 The framework: slow time down + trust your gut + commit • 19:09 “Through hardships, to the stars” + doubt as a societal weapon • 23:04 The “95% certainty” story + negative certainty (what’s worse if you wait) • 24:50 NYC quickfire • 30:57 Final remarks + where to find Oliver + Strong Floor, No Ceiling About our Guest 🌐 Oliver Libby: OliverLibby.com 📘 Book: Strong Floor, No Ceiling ---------------------------------------- 📧 If you know someone who should be on, please send them this booking link (10-min briefing): https://calendly.com/operations-josua... ✅ Subscribe to our channel: / @the_powerhouse_podcast 💬 Subscribe to our LinkedIn Newsletter: https://www.linkedin.com/build-relati...