CEO Coaching

More Volume Won’t Fix Bad Targeting

Most CEOs think prospecting breaks because the team is not doing enough. They assume the answer is more volume, more outreach, more reps, and more activity. That is rarely the real problem. John Karsant sees the issue much earlier in the process. If you are targeting the wrong people or saying the wrong thing, scale … Read more

If Your Culture Feels Transactional, You’ve Lost The People

Christopher Jane has built two consumer brands in very different environments. One grew through traditional retail. The other launched in the middle of a global shutdown and scaled through e-commerce. That contrast gives him a clear view of what actually drives growth in consumer products and where founders get tripped up. His message is simple. … Read more

The State of AI for CEOs (April 2026)

The opportunity in front of you right now is unlike anything in the past 40 years of business. BCG surveyed more than 3,000 executives and found that 82% of CEOs are more optimistic about AI than they were a year ago. The reason is simple. AI is the first technology that acts as a multiplier … Read more

You’re Spreading Your Team Too Thin

Ryan Baird has operated in some of the most unforgiving corners of business. He has worked in trading, investment banking, venture capital, and high-growth consumer tech. That gives him a useful vantage point on scaling. He has seen what happens when founders chase momentum without understanding risk, and he has seen what happens when leaders … Read more

You Scaled Too Early & That’s the Problem

Sean Hurwitz has spent nearly two decades building PIXO VR through multiple waves of hype, skepticism, and change. That kind of run gives you a very specific perspective on scale. It also teaches you a lesson many CEOs learn too late. Timing matters more than you want it to. A lot of leaders convince themselves … Read more

You Can’t Scale Without the Right People

Scaling an organization is often framed as a strategy problem. It is not. It is a people problem, a purpose problem, and a consistency problem. Skyler Badenoch has spent his career operating in environments where the stakes are not just financial. They are human. As CEO of Hope for Haiti, he leads an organization where … Read more

You Say You Want Growth But You Control Everything

At some point in the journey, most CEOs encounter a difficult realization. Growth begins to slow. Decisions start to pile up. The team hesitates, waiting for direction. And eventually, a harder truth surfaces. The constraint is no longer the market or the product. It is the CEO. Carla Larin did not shy away from that … Read more

Everyone Has AI Now, How Will You Stand Out?

Most CEOs are still asking the wrong question about AI. They are asking, What can AI do for my business? That question made sense not long ago, but it is quickly becoming outdated. Nearly every company now has access to the same tools, the same models, and the same capabilities. That changes everything. Ganesh Padmanabhan … Read more

Sales Can’t Save You from Bad Product-Market Fit

There’s a point in every company’s journey where things appear to be working. Revenue is coming in, deals are closing, and the story sounds compelling in the boardroom. From the outside, it feels like momentum is building. But I will tell you, this is exactly where many CEOs get into trouble. Because underneath that surface, … Read more

Can You Take the Hits and Still Keep Building?

David Simnick did not build Soapbox by chasing polish. He built it by staying close to the customer, moving fast, and learning how to scale a team that could compete against giants. That matters because Soapbox is not a niche side project. Under David’s leadership, the company has grown into one of the fastest-growing beauty … Read more

Glenn Gow
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