About this podcast
Coach John and Coach Rob have over 1500 Facilitated Session with SMB Leadership Teams. We are Strategic and AI Forward.
Episodes
The newest 20 of 21 episodes
- Winning with Numbers · 18 min · Season 2 Episode 9Most leadership teams have one numbers person and everybody else nodding along. Coach Rob Simons built WinCFO to fix that. In this episode, Coach Rob and Coach John Lund walk…
- Embedded Strategy Coach = What Winning Looks Like · 5 min · Season 2 Episode 8Most operating-system coaches show up for the two-day annual and the quarterlies, then go quiet in between. Rob and John do it differently. They call it embedded coaching. In…
- The AI Native Coach Advantage: Accelerating Strategy and Results · 5 min · Season 2 Episode 7Transforming the Pace of Coaching: By utilizing AI tools like Claude, Copilot, and Whisper Flow during live meetings, coaches can help clients visualize and adjust results in…
- Great meetings don't happen by accident. · 4 min · Season 2 Episode 6Great meetings don't happen by accident. In this episode, Coach John Lund sits down with Christina Johnson, Digital Adoption Manager at Coach.Win, to introduce the new Meeting…
- Coach.Win Podcast - F'ing Engaged Employees (NSFW) · 4 min · Season 2 Episode 5𝗪𝗵𝗮𝘁 𝗱𝗼𝗲𝘀 𝗴𝗿𝗲𝗮𝘁 𝗰𝗼𝗺𝗽𝗮𝗻𝘆 𝗰𝘂𝗹𝘁𝘂𝗿𝗲 𝗮𝗰𝘁𝘂𝗮𝗹𝗹𝘆 𝗹𝗼𝗼𝗸 𝗹𝗶𝗸𝗲? Coach Rob Simons and Coach John Lund didn't plan to find the answer at a bar after a client meeting; but that's exactly what…
- 4 Stages of AI Adoption in SMB · 9 min · Season 2 Episode 4AI isn’t optional anymore. The question is: What stage is your organization in? In this episode of the Coach.Win Podcast, Rob Simons and John Lund break down the 4 stages of AI…
- Mastering Strategy Execution: How AI, OKRs, and an "Embedded Coach" Can Define Your Wins · 12 min1. Learn How to Define "What Winning Looks Like" (WWLL) Before hiring a coach, you must understand how to align your team behind a unified vision. This video explains the concept…
- The Ownership Mindset · 38 min · Season 2 Episode 5Why do some people naturally step up like owners while others avoid responsibility? In this episode, Coach John Lund sits down with Byron McFarland, a leading expert in exit…
- Teamflect and the Power of Cascading Goals · 25 min · Season 2 Episode 4How do you keep your entire team aligned from leadership to the frontlines? In this episode, John Lund sits down with Emre Ok, Product and Content Marketing Manager at Teamflect…
- Digital Adoption in the World of AI · 18 min · Season 2 Episode 3In this episode of the Coach.Win Podcast, Coach Rob Simons sits down with Coach John Lund to talk about Autogrator: a new venture built to help teams bring AI and automation into…
- Do You Have a Super Facilitator? The Crucial Human Key to AI-Enhanced Annual Planning · 7 min · Season 2 Episode 2Are you trying to run your planning sessions in the infinite workday chaos, where employees face 117 emails and 153 messages daily? This fragmented environment is a huge barrier…
- The Offsite Advantage: Crafting High-Impact Meetings with Coach.Win Episode · 16 min · Season 2 Episode 1Are your offsites productive, or are they disasters waiting to happen? Join Coach.Win founders Rob Simons and John Lund, who have facilitated thousands of meetings, as they…
- Activating AI in Your Organization: Insights from Coach Rob and Coach John · 15 min · Season 1 Episode 9In this engaging podcast, Coach Rob from Coach dot Win and Coach John delve into the hot topic of AI activation within organizations. They discuss common misconceptions, the…
- Embedded Coaching: Elevating Strategy and Execution · 9 min · Season 1 Episode 8Key Topics: Embedded Coaching Approach: Rob discusses his unique method of becoming an integral part of his clients' teams by using tools like Microsoft Teams to stay engaged and…
- Enhancing Organizational Communication with Daily Huddles · 16 min · Season 1 Episode 7Podcast Summary: In this episode of Coach.Win, Coach Rob and his partner John Lund dive into one of the most common challenges faced by organizations: communication. They discuss…
- Playing to Win: A Strategic Approach to Business Growth · 25 min · Season 1 Episode 6Summary: This blog post explores the critical importance of strategy in achieving business success and creating a winning environment for coaches, clients, and teams1. It…
- Coach.Win: Activating AI and Driving ROI · 20 min · Season 1 Episode 5Podcast Overview: The Power of AI in Business Welcome to "The Deep Dive," a podcast where we explore the transformative power of AI in business. In this episode, we delve into…
- CoachWin: Power of Meetings · 25 min · Season 1 Episode 4In this podcast episode, the team at Coach.Win dives deep into the art and science of making meetings not just bearable, but powerful tools for driving company success. If you've…
- Spiraling Upward with AI: Unlocking Business Potential · 20 min · Season 1 Episode 3Podcast Summary: Spiraling Upward with AI: Unlocking Business Potential In this episode, we dive into how AI can be your ultimate "digital teammate," creating a spiraling upward…
- COACH.WIN : Help Celebrate · 13 min · Season 1 Episode 2Transforming Accountability Conversations: The team discussed how to transform tense accountability conversations into moments of growth and celebration. They referenced…







