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Your Team Can’t Grow If You Keep Doing Their Work

Janet Grondin, CEO of Stellar Solutions, a woman-owned aerospace engineering services company serving the defense, intelligence, civil, and commercial sectors, stepped into the role in 2021 after leading the company’s Intelligence Programs and Defense Solutions functions as VP and after 26 years in the US Air Force, retiring as a Colonel. Glenn Gow, The Scaling … Read more

Why Vertical AI Beats a Bigger Model, and What That Means for Your Roadmap

Vertical AI is AI built for one industry, trained on that industry’s data and wired into its daily workflows. It beats a bigger model because every competitor rents the same frontier models. Bryan Murphy, CEO of Smartling, restructured his company around AI-native translation infrastructure and now delivers fully automated enterprise results for 60% less cost … Read more

The Executive Team Alignment Problem Boards Don’t See Coming

Executive team alignment is how closely your leaders make the decisions you would make when you are out of the room. Boards find out last because they watch financial results. Gyner Ozgul, CEO of Fortis Fire & Safety, runs a national platform with over 500 employees and more than $150 million in revenue. He still … Read more

Why Most Founders Fail to Get Out of Their Own Sales Pipeline

Most founders fail to get out of their own sales pipeline because they hand off deals that closed on trust in them. Vladyslav Podoliako, CEO of Belkins, warns founders against betting on a $500,000-a-year sales hire to fix problems that live in the product or the business model. JR Butler, CEO of Shift Group, gives … Read more

You Don’t Need to Solve Every Problem

Clay Cowan, CEO of IRA Financial, a self-directed retirement and pension plan provider with roughly $8 billion on its platform, and previously a partner at McKinsey and Company for seven years and CMO at both Betterment and gilt.com, closes his eyes several times a week, sometimes several times a day, to ask what really matters. … Read more

Fire Yourself Before Your Business Does

Dr. Aleksandr Yampolskiy, co-founder and CEO of SecurityScorecard, a security ratings platform he started in 2014 that has raised over $290 million from investors including Sequoia and Google Ventures and now serves more than 3,000 enterprise customers with over 500 employees, describes the discipline that kept him in the seat through that growth as firing … Read more

Your Employees Are Already Using AI

Michael P. McCready, founder and Managing Partner of McCready Law, a Chicago-headquartered personal injury firm he launched in 1999 and has grown over 27 years into more than 20 attorneys and 13 offices across seven states, starts the AI governance conversation from an assumption most executives have not made yet: the tools are already in … Read more

The State of AI for Executives (October 2026)

This article is a summary of what many different senior executives have told me about what they are doing with AI right now. In late September, AI safety took over the AI conversation. However, I am not going to focus there. As a podcast host who speaks regularly with senior operators, founders, and investors, I … Read more

The Loneliness No One Warns You About Before the Corner Office

The loneliness no one warns you about before the corner office starts the day every problem stops at your desk. Joshua Gould, CEO of thebigword, leads more than 400 employees and 15,000 contractors. He puts it plainly: “Everything is on you. And at the end of the day, there’s nowhere to escalate.” I’m Glenn Gow, … Read more

Glenn Gow
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