CEO Tradecraft

Jason Radisson

CEO Tradecraft is a podcast about the work behind the title. What it really means to lead a company when the stakes are high and the answers aren’t obvious. Each episode, your host, Jason Radisson, talks with CEOs and senior operators about how they make decisions under pressure, scale teams, and navigate power, performance, and politics. You’ll hear real stories, not the official narrative. The wins, losses, pivots, and all the messy parts in between. The plays that really matter in business, as in life, they rarely get talked about, or passed down. That's what this show is for.

Episodes

  1. 12/17/2025

    Why Boards Mis-Hire CMOs | Mike Linton, 5x CMO (eBay, Best Buy, Farmers Insurance)

    Mike Linton has been CMO of eBay, Best Buy, and Farmers Insurance. He's run billion-dollar marketing budgets and minted more CMOs than an academy company. In this episode, we dig into why CMO hires go wrong, and why the root cause is usually that boards don't understand their customer well enough to articulate customer strategy, and then hire to it. When you can't define customer strategy, you can't define outcomes. When you can't define outcomes, you default to hiring a channel specialist: "I need a Facebook person" or "I need an email marketer who can run agencies." That's how mis-hires happen. We cover: Why boards default to hiring channel specialists instead of hiring for outcomesCMOs are like football players, they're not interchangeableThe Cosmopolitan Problem: what happens when you optimize channels instead of customer experienceThe UVA research showing 50% of CMO roles are misaligned from day oneDecision rights: the levers you must control or don't take the jobWhy personal preferences in the C-suite are a terrible proxy for what customers wantScale mindset: the difference between managing $10M and $500MHow Best Buy bet big on Geek Squad when it was just 11 peopleA/B testing billboards at Uber/99 Brazil, and why it workedBuilding an audience: lessons from CMO Confidential's path to 100K YouTube subscribersMike is the host of CMO Confidential, one of the best podcasts for marketing leaders and the executives who work with them. Chapters: 00:00 Intro 00:50 The Decentralized Media Landscape 03:00 Anyone Can Create, But Who Can Aggregate an Audience? 06:01 The Cocktail Analogy: What You Can't Measure Still Matters 07:17 The Cosmopolitan Problem: CAC Obsession Kills the Drink 08:35 A/B Testing Billboards at Uber/99 Brazil09:35 Just Because I Don't Like It Doesn't Mean It Works 10:44 Being CMO Is Like Managing a Baseball Team 11:44 Scale Mindset: 100 Loans vs. 20,000 Loans 15:14 Best Buy's Big Bet on Geek Squad 17:56 Why Boards Mis-Hire: They Default to Channel Specialists 19:12 50% of CMO Roles Are Misaligned (UVA Research) 19:54 Decision Rights: The Levers You Must Control 21:16 Why You Shouldn't Show Creative to Your Board 21:56 How Boards Set CMOs Up to Fail 23:38 The Board Member Who Derails the Search 24:12 Does Every CEO Need to Be a Creator? 25:47 Building CMO Confidential to 100K Subscribers 28:39 Parting Advice: Know Customer Strategy Before You Hire 30:30 Outro Links: Mike's show, CMO Confidential: ⁠⁠https://www.cmoconfidential.co/⁠⁠Mike Linton on LinkedIn: ⁠⁠https://www.linkedin.com/in/milinton/⁠⁠Keywords/Tags: CMO, Chief Marketing Officer, CMO hiring, mis-hired, customer strategy, marketing leadership, executive hiring, channel specialist, decision rights, marketing ROI, CAC, customer acquisition cost, marketing measurement, brand building, scale, Best Buy, eBay, Farmers Insurance, Geek Squad, Uber, 99, rideshare, B2B marketing, marketing strategy, board governance, CEO, CMO Confidential, Mike Linton, Jason Radisson, CEO Tradecraft

    31 min
  2. 10/31/2025

    Dr. Ken Holmen, CEO CentraCare: Making Rural Life Healthier | Clinician‑Led Health Systems | AI & the Technology Cost Curve

    Ken Holmen leads a $2B health system with 12,000 employees across rural Minnesota. After 30 years as an anesthesiologist, he's now managing 70% government revenue growing at 2-3% while costs climb 5-7% annually. That 4-5% gap compounds every year. This conversation covers the shift from clinician to CEO, why technology hasn't bent the cost curve despite massive investment, what AI is actually doing in imaging and diagnostics, and how Minnesota's collaborative health culture produces different outcomes. We also get into rural workforce strategies, group purchasing leverage, and the structural math every health system CEO is navigating. If you're leading through structural headwinds, managing stakeholders with opposing interests, or building long-term infrastructure in short-term policy cycles—this one's for you. Key Takeaways: • Why clinician CEOs have an edge (and why it doesn't guarantee success) • The high-tech vs. high-touch paradox: Epic delivered features, not savings • AI in production: DAX Copilot smart rooms, imaging inference, diagnostic algorithms • The "Cadillac problem": patients demanding care that isn't best practice • US vs. nationalized systems: different cost buckets, different outcomes • Minnesota's secret: collaboration + public health investment Chapters: 00:00 Intro & rural roots 01:05 Small-town hurdles & "bumper bowling" mentors 03:23 Path to CentraCare: becoming CEO 05:00 Do clinician-CEOs have an edge? 07:42 Leading the "parts & the whole" of an integrated system 09:34 Scale vs. personal care; today's healthcare headwinds 10:50 Rural labor & demographics: the double whammy 12:41 Building the pipeline: colleges, training, staying local 13:35 Beyond the hospital: community health & rural economy 14:58 North Star: "Making rural life healthier"15:59 Minnesota outcomes, collaboration & "Minnesota nice" 17:48 Fighting complacency: change management & urgency 18:33 Has tech delivered? EHRs, vaccines, robotics 19:15 High-tech vs. high-touch—and why costs haven't fallen 20:37 AI examples: imaging, labs & EHR inference 21:25 Smart rooms & DAX co-pilots in clinic 22:08 Consumer demand vs. best practice (the "Cadillac" problem) 25:16 Comparing systems: U.S. vs. nationalized care 26:37 Panda Health & CAPTIS: buying tech and "stuff" better 27:30 5-10 year outlook: workforce first 29:52 How the CEO role changed: ambiguity & discernment 31:05 Career advice for future clinicians & administrators 32:23 Wrap-up & takeaways Guest: Dr. Kenneth Holmen: President & CEO, CentraCare LinkedIn: https://www.linkedin.com/in/ken-holmen-26149a10/ About CEO Tradecraft: Real operator stories. No coaching, no hype, no media-trained narratives. Jason Radisson (founder-CEO of Movo, operator behind five unicorns across three continents) talks with CEOs and senior leaders about decisions under pressure, scaling teams, and navigating power, performance, and politics. The plays that actually matter—the ones that rarely get talked about or passed down. Subscribe & Follow: • YouTube: https://www.youtube.com/@ceotradecraft • Apple Podcasts: https://podcasts.apple.com/us/podcast/ceo-tradecraft/id1813247648 • Spotify: https://open.spotify.com/show/0FYJ70l99fRrw9S1oWWRzf #HealthcareLeadership #CEOTradecraft #HealthSystems #RuralHealth #HealthTech

    33 min
  3. 06/02/2025

    Eileen Moore Johnson’s Playbook for PE-Backed Hospitality and Winning on the Las Vegas Strip

    A private-equity inside-look at running multi-billion-dollar casinos, saving $100 M p.a. with data, and turning Vegas hospitality into a revenue lab. What you’ll learn The playbook that added $100M to slot profits in one yearInside a $31 B LBO: weekly flashes, board pressure, and a $260M room renovation debateHow hotel yield algorithms became the backbone of modern ML systemsWhy Caesars pivoted from gaming to hospitality—and wonTranslating high-volume P&L skills into tech leadership Guest bio Eileen Moore Johnson spent 21 years at Harrah’s–Caesars, rising from VP of Revenue Management to Regional President over four Strip resorts during the one the largest LBOs in U.S. history. Chapters00:27 Welcome & Stakes — the Future of PE-Backed Operations 01:42 Hotel-Kid to Cornell: Early Path to Data-Driven Ops 02:32 Rolling Out Yield Management at Hilton → Fairmont 04:17 Bringing Revenue Algorithms to the Vegas Strip 05:08 $31 B LBO Inside View, the Caesars-Harrah's Playbook 07:19 $100 M in One Year: Slots & Segmentation Playbook 09:20 Post-Katrina Turnaround 11:45 ‘Hospitality Pod’: Four Resorts, One P&L, on the Las Vegas Strip 13:38 PE Pressure: $260M Renovation & the Iron Debate 18:20 Cromwell Launch: How a 200-Room Hotel Prints Cash 19:55 Casino Math → SaaS: Why Ops Execs Should Consider a Rotation in Tech 23:46 Gaming × AI — What’s Next & Wrap-Up If you run high-volume ops or scale companies under PE pressure, hit Follow. Want to pay it forward on the show? Reach out. #PrivateEquity, #Hospitality #Operations, #RevenueManagement, #Casino Analytics, #ML, #CaesarsLBO, #AgentNative #TechCEOs #FutureOfWork #HospitalityLeadership

    26 min
  4. 05/17/2025

    Rich Williams on Hypergrowth, Product Obsession, and CEO DNA

    Rich Williams (former CEO of Groupon) joins Jason Radisson to talk about the realities of hypergrowth, what it takes to become a product-driven CEO, and why curiosity, conflict, and decision speed are non-negotiables in leadership. This episode of CEO Tradecraft breaks down what most leadership conversations gloss over—operational scars, inflection points, and the actual skill set behind the title. Subscribe for new episodes: https://www.youtube.com/@ceotradecraft Follow us on LinkedIn: https://www.linkedin.com/company/ceotradecraft/ Connect with Jason: https://www.linkedin.com/in/jason-radisson/ Chapters:00:00 - Intro01:44 - Welcome + Why Groupon Was a Hot Mess (in a Good Way)06:46 - Inside the Founding Team: Andrew, Eric, and the Samwers08:32 - IPO, Chaos, and the Three-Legged Stool Problem11:28 - Is Hypergrowth Just What Tech Does?14:56 - Operational Rigor, Manual Systems, and Scaling Pain17:56 - Forward-Deployed Teams and the Future of Work23:05 - Reflections on the CEO Skillset Groupon Built25:36 - Seeking Out the Hard Stuff: Intentional CEO Pathing28:28 - Becoming a Product Leader (Even If You Start in Marketing)31:33 - What Great Product Managers Actually Do34:34 - From Technical Co-Founder to CEO: The Next Generation37:36 - CEO DNA: Curiosity, Conflict, and Rapid Decisions43:40 - Outro CEO Tradecraft goes deep with founders, operators, and executive decision-makers. Real stories. Real strategies. Real tactics.

    45 min

About

CEO Tradecraft is a podcast about the work behind the title. What it really means to lead a company when the stakes are high and the answers aren’t obvious. Each episode, your host, Jason Radisson, talks with CEOs and senior operators about how they make decisions under pressure, scale teams, and navigate power, performance, and politics. You’ll hear real stories, not the official narrative. The wins, losses, pivots, and all the messy parts in between. The plays that really matter in business, as in life, they rarely get talked about, or passed down. That's what this show is for.