Titans of Today

Jacob Vandersteen

The purpose of Titans of Today is to put you in the room with today’s leaders in business, technology, finance, and the online world. A single intentional conversation can change your entire life. Join in. jacobvandersteen.substack.com

  1. 07/22/2025

    Recursive Waves: Building, Moats, and the Next Human Revolution with Itamar Novick

    🚀 Titans Then, Titans Now What does it mean to be a Titan in the 2020s? On Episode 59, I sat down with Itamar Novick, General Partner at Recursive Ventures, serial entrepreneur, and a 25-year veteran of building and investing in technology. We explored everything: AI, moats, hypergrowth, mentor leverage, the next wave of job displacement, and the hard truths most VCs won’t say in public. If you want the edge the real edge, not LinkedIn theater, this episode delivers. The Prime Directive: Jump Into the Wave “When you see the start of a new technological cycle, you jump whatever it takes. Take the pay cut, move continents, start from scratch. The upside is global, not local. Don’t miss it.” Itamar’s advice, if he were 16 today with all his experience? Ignore “safe” career moves. Pick the sharpest wave, right now, it’s AI and agents. Get in at the bottom. The upside compounds at the global maximum, not the local max. Lesson: The only way to matter in tech is to run toward discomfort. Relocate. Re-skill. Rebuild your context. That’s the cost of admission. Moat or Die “You’re not looking for purpose. You’re looking for a moat. If you don’t have one, you’re a commodity. Commodities die.” We talked at length about the moat question, not just in startups, but in everything. Itamar’s billion-dollar outcome at Life360 was not luck. It was relentless focus on building what others couldn’t copy, holding the line for years in the face of 77+ VC rejections, and never deviating from the pursuit of differentiation. Lesson: Moat is your only insurance in an infinite-iteration economy. Moat is pricing power, margin, and the right to exist. AI: The App Layer Is Where Trillions Will Be Made Itamar draws a hard line: * The LLM/infra layer is getting commoditized (think “AI OS”). * The application layer: domain-specific, verticalized, high-leverage services, is where the next titans will be minted. Most current “AI SaaS” plays are building in the wrong quadrant: automating jobs no one wants automated, chasing low-value use cases. The gold is in vertical AI that owns data, embeds workflow, and compounds advantage with every user. Example? Legal, accounting, energy, massive service businesses that will see margins jump from 15% to 50%+ as AI eats the labor cost. Hypergrowth, Distribution, and the End of Top-Down * PLG is no longer a tactic, it’s the substrate. If you can’t get bottom-up fanatics, you’re replaceable. * Pricing will move from per-seat → usage → value-based, finally aligning incentives across the value chain. * Open source is now a core distribution weapon, especially for developer- and scientist-facing products. * The new playbook: Build for the sharpest users, let them drag you into the enterprise. Ignore this at your peril. On Job Displacement and Societal Friction “AI won’t just change jobs, it will erase millions, fast. Most people won’t upskill fast enough. UBI is only a half-measure; it doesn’t solve for meaning or impact. If we don’t get radically honest about this, we will fracture.” Itamar is one of the few Silicon Valley VCs willing to say this on record: * There will be massive dislocation. * Capitalism and government must both act—re-skilling, safety nets, and new capitalist models where companies pre-fund education and get a share of future upside. Lesson: The time to prepare is now, not after the break. If you’re a builder, your real advantage is in helping people cross the chasm, not pretending the chasm doesn’t exist. The Founder X-Factor What does he look for in the founders who go the distance? * Uncommon charisma * Infinite curiosity * First-principles thinking with radical humility * Coachability and the ability to metabolize direct feedback If you’re a builder reading this, this is the checklist. Edge Insight: The Service-as-Software Revolution Itamar’s forward thesis: * AI will not just automate; it will transform services into high-margin, tech-driven businesses. * If you can take a 15% margin service and turn it into a 50%+ terminal margin machine, you’ll build the next $100B company. The opportunity is not in automating the edge cases. It’s in becoming the AI-native replacement for white-collar incumbents at massive scale. Final Word: We’re in the First Inning “This is bigger than the invention of the personal computer. The only way to lose is to stand still. Jump into the storm. The rewards accrue to the relentless, not the comfortable.” 🧠 For the Builders * Get inside the AI application layer, not the infra layer. * Build raving fans. PLG or die. * Focus on verticalized, data-compounding, service-disruptive plays. * Embrace mentors and metabolize pain as feedback. * Moat is everything. * If you’re not building, be re-skilling. There will be no third option. 🎧 Listen, Share, Build Catch the full episode for every edge, every tactical story, and every uncomfortable truth: Comment below: What was your #1 insight? What’s your edge play for the next decade? Subscribe to Titans of Today for more edge conversations with the founders, investors, and builders who are actually shaping the future. Let’s build what only Titans dare imagine. — Jake Get full access to True Dopamine at jacobvandersteen.substack.com/subscribe

    1h 26m
  2. 07/20/2025

    Crypto Regulator & Entrepreneur Tells All

    In this explosive episode of Titans of Today, Jacob Vandersteen sits down with global finance insider and former banker Eduardo Rodriguez, a key architect behind emerging crypto and fintech regulations across the U.S., UK, EU, and Latin America. Eduardo pulls back the curtain on: * 🏛 The real reason governments are slow-walking crypto legislation (and why that may change soon) * 🧠 Why financial “inclusion” is more than a buzzword, and how it could 3x generational wealth for billions * ⚖️ The dangerous myth of “fair share” taxes, and how the ultra-wealthy legally shield assets across borders * 💥 Why most blockchain projects are failing to deliver on the promise of decentralization * 📉 What the collapse of public trust in regulation means for founders, builders, and VCs * 🇺🇸 What a Central Bank Digital Currency (CBDC) actually threatens, and how it could upend the U.S. Constitution From Bitcoin and banking to Satoshi and the IRS, this is not just a conversation about technology, this is a global finance masterclass on the future of money, freedom, and the role entrepreneurs must play in shaping it. If you’re building in crypto, banking, fintech, or simply want to understand what’s really coming, this episode is required listening. 🎧 Listen now and prepare to think differently about everything you thought you knew about money. — Subscribe to stay ahead of the Titans. New episodes weekly featuring the builders, leaders, and rebels shaping the future of global systems. #TitansOfToday #EduardoRodriguez #FinTech #CryptoRegulation #CBDC #DigitalDollar #Satoshi #BankingReform #TaxStrategy #FreedomFinance Get full access to True Dopamine at jacobvandersteen.substack.com/subscribe

    1h 31m
  3. 07/19/2025

    Multi-Billion Dollar CEO Coach Ted Bililies on Culture & Code in the Golden Age of AI

    In this episode of Titans of Today, we sit down with one of the most respected voices in private equity and leadership psychology: Dr. Ted Bililies, Managing Director & Partner at AlixPartners, global co-leader of their Transformative Leadership Practice, and the architect behind their 10th Annual Private Equity Leadership Survey. With a PhD in clinical psychology and decades of experience advising billion-dollar CEOs and top-tier PE firms, Ted delivers a masterclass on why AI alone won’t save your company—but culture, emotional intelligence, and aligned leadership will. In this episode: * The real reason companies fail to scale in the AI era * How Gen Z is reshaping leadership expectations—and what CEOs must do to keep up * Tactical methods to audit your company culture and build elite teams from the inside out * Why private equity firms are finally realizing that talent and team dynamics create the real ROI * Stories of redemption: how feedback, coaching, and reverse mentoring transformed toxic leaders * Ted’s vision of AI as a human enabler, not a human replacer Plus: we go deep on the psychological frameworks, leadership tools, and transformation metrics you need if you’re building, buying, or leading a company in today’s high-stakes landscape. This is not just another leadership chat—this is a future-proofing blueprint. 🔗 Listen now and share with anyone building a serious business in the age of AI, disruption, and generational change. #TitansOfToday #Leadership #PrivateEquity #AITransformation #TedBililies #JacobVandersteen #HumanCapital #OrganizationalCulture #FutureOfWork #ExecutiveCoaching #EmotionalIntelligence #GenZLeadership #ReverseMentoring #AlixPartners Get full access to True Dopamine at jacobvandersteen.substack.com/subscribe

    54 min
  4. 07/18/2025

    Building Sovereignty, Disrupting Legacy Industries, and Biohacking for High Performance

    In this electrifying episode, Jacob sits down with Alice Chen — a powerhouse entrepreneur turned investor and biohacker — for a conversation that spans sovereignty, AI, biohacking, and first-principles innovation. Alice has built, scaled, and exited multiple companies across industries including private equity, fintech, consumer goods, and M&A. Today, she’s focused on transforming analog industries with AI while designing a sovereign, high-performance life from the inside out. You’ll hear about: * Her definition of true sovereignty — and how to build it across business, body, and mind * How she uses fasting, energy rituals, and caffeine-free living to unlock stable, high energy * The “lofty questions” method for identity reprogramming and self-expansion * Why first-principles thinking is her greatest business edge * Her approach to launching a new AI agency aimed at transforming real estate and private equity * The power of living between extremes: high-tech innovation and off-grid wellness in Costa Rica * Her thoughts on AGI, transmutation, growth mindset, and conscious leadership in the age of disruption Whether you’re scaling a startup, reinventing your identity, or preparing for the AI-driven future, this is a masterclass in clarity, alignment, and execution. Listen in and learn how to become the sovereign creator of your own life and impact. 🔗 Connect with Alice: LinkedIn: https://www.linkedin.com/in/aliceychen/ Website: https://alicechencompanies.com/ — Follow & Subscribe for more interviews with high-level builders, disruptors, and sovereign leaders. Get full access to True Dopamine at jacobvandersteen.substack.com/subscribe

    1h 9m

Ratings & Reviews

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The purpose of Titans of Today is to put you in the room with today’s leaders in business, technology, finance, and the online world. A single intentional conversation can change your entire life. Join in. jacobvandersteen.substack.com