Why Most E-Commerce Brands Are Measuring the Wrong Metrics (And Paying for It)

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1. 

   S2 · E40 · 8 Oct 2026 · 42 min

   How AI is Raising the Bar at Every Job (Most People Haven't Felt It Yet)

   Your team is already being measured against a standard you didn't set. AI raised the bar, and the founders who haven't noticed are about to miss opportunities because of it. Kayvon sits down with Sean Campbell, who has spent three decades watching how people adopt technology, who embraces it and who stalls. Sean sees the pattern in his classroom, in boardrooms and in the companies he helps rebuild around AI. He gives Kayvon the one question he would ask to predict who wins with it, and it has nothing to do with how technical you are. It comes down to how you manage people. Sean is the CEO of…

2. 

   S2 · E39 · 1 Oct 2026 · 2 min

   How Nike Built the Stories Behind Kobe and LeBron (And What Every Brand Can Learn From It)

   Most people who stall out in their careers never find out why. They did the work and hit the numbers, then watched someone else get the room, the budget, and the title. The rules that decided it were never written down, and nobody was going to hand them over. Arturo Nunez is the former VP of Marketing for Nike Basketball, where he shaped the public stories of Kobe Bryant and LeBron James. He ran Latin America for the NBA, spent four and a half years at Apple, and served as CMO of the largest digital bank in the world. He grew up in 1970s Harlem with no one in his family who had ever worked…

3. 

   S2 · E38 · 23 Sep 2026 · 1 hr 4 min

   Why Emotional Energy Is the Real X-Factor in Scaling a Business (Not Strategy)

   Most founders think strategy is what separates the businesses that scale from the ones that stall. It isn't. Lee Benson built an aerospace maintenance company from zero to over 100 million dollars with no outside investors and sold it for a 21.6x EBITDA multiple, in an industry where an 8x is considered a strong exit. He says the real driver wasn't the strategy. It was something almost nobody tracks. Lee Benson is the founder of ETW, where he runs CEO mastermind groups and coaches roughly thirty CEOs at a time, and the founder of Dinner Table, a family value creation platform now serving…

4. 

   S2 · E37 · 16 Sep 2026 · 53 min

   How to Increase Your Website Conversion Rate (3 Free Fixes Anyone Can Make)

   Most businesses run their websites off of a feeling, pure gut instinct. A stock photo here, a red button there, a template because it "looked good." Sahil names that for what it is, then shows exactly what replaces it. Sahil Patel CEO of Spiralyze, built his career two SaaS companies deep, and by the time he became a customer of Spiralyze, he had already sat through enough failed website redesigns to know the truth nobody wants to hear. Your best guess about what converts is still just a guess. Four years later he now owns the company, and what he found by analyzing other people's live A/B…

5. 

   S2 · E36 · 9 Sep 2026 · 39 min

   Why Agency Owners Get Stuck Between $1M and $10M (And Never Get Out)

   Most agency owners hit seven figures and assume the hard part is behind them, but it isn't. Somewhere between one million and ten million dollars in revenue, growth stalls, hours multiply, and the business that was supposed to set you free starts running you into the ground instead. Nick Avaria has bought and sold seven agencies and watched this exact pattern repeat without exception. If your revenue has plateaued and you can't explain why, this conversation names the reason. Nick Avaria is the founder of Agency Acquisitions, where he works exclusively with agency owners caught in this…

6. 

   S2 · E34 · 26 Aug 2026 · 43 min

   How Military Technology Became a Pain Relief Patch (The Accidental Breakthrough Nobody Expected)

   Most breakthrough products start with a problem. Signal Relief started with Navy SEALs, an 80-pound backpack, and a five-foot antenna. Mike Hammond had already built and sold one of the largest Dish Network retailers in the United States when he was pulled into a very different world: advanced antenna technology being developed to help reduce the weight soldiers carried into the field. The goal was straightforward. Shrink the antenna, reduce the power, make the signal travel farther. Then something happened that nobody on the team was looking for. Before the antennas were even connected to a…

7. 

   S2 · E33 · 19 Aug 2026 · 47 min

   How a Near-Fatal Car Accident Made Guinness World Record Holder Jenn Drummond Stop Living for Everyone Else

   Jenn Drummond had no mountaineering experience, no tolerance for sleeping in tents, and a fear of heights she did not discover until she was ten feet off an indoor climbing wall during her first training session. Three years later, she became the first woman in history to complete the Seven Second Summits, standing on the second-highest peak on every continent and earning her place in the Guinness World Records as one of the most unlikely and most documented athletic achievements in modern history. Jenn Drummond is a Guinness World Record holder, entrepreneur, speaker, and mother of seven.…

8. 

   S2 · E32 · 12 Aug 2026 · 1 hr 14 min

   Why the Setter-Closer Model Still Wins (And How to Build One That Actually Scales)

   Josh Troy, co-founder of Curvion Blue and 12-year high-ticket sales operator, joins Kayvon Kay on to break down what a real sales operation looks like from the inside, and why most founders have never actually built one. Most sales problems are not sales problems. They are infrastructure problems dressed up as performance problems. You hired the wrong person, handed them the wrong metrics, and wondered why nothing scaled. Josh has seen it hundreds of times. So has Kayvon. This conversation is two operators comparing notes without cleaning it up for the audience. The episode opens on the…

9. 

   S2 · E31 · 5 Aug 2026 · 1 hr 22 min

   Inner Empire: Why Unfinished Tasks Are Quietly Draining Your Income

   Meir Ezra, entrepreneur, speaker, and founder of Guaranteed Prosperity, sits down with Kayvon Kay for part two of a three-part series called Inner Empire. Every task you have not finished is still running in the background of your mind. It is pulling your attention, your energy, and your money without you noticing. Meir names exactly what is happening inside your head when you stall, freeze, or half finish something, and exactly what it is costing you. This is not a mindset conversation. It is a mechanism, and once you see it, you cannot unsee it. The episode opens with a distinction most…

10. 

    S2 · E30 · 29 Jul 2026 · 35 min

    Why Building With AI Got Easy and Maintaining It Got Brutal with Fathom CEO Richard White

    Building software has never been easier. Keeping it alive has never been harder. Most founders adopting AI right now have only priced in the first half of that sentence. Richard White is the founder and CEO of Fathom, the top rated AI note taker on G2. He started the company just before 2020 on two bets almost nobody agreed with: transcription costs would fall to zero, and AI would get good enough to do something useful with what it heard. Both were right. He breaks down what actually changed, what didn't, and why the maintenance cycle is the part nobody warns you about. A new frontier model…