Dorsey outlined a new AI-forward vision for his payments processing company, stating that large language models will switch up the company's org chart. He expressed a desire for a structure where everyone reports to him, aiming for a maximum distance of two to three layers between himself and employees.
I've always been interested in structure and teamwork. Growing up, I was very active in sport. I wrestled competitively and was ranked in the province. That taught me discipline and the importance of working together towards a common goal.
CEOs are struggling to find their footing these days. Their role seemed clearer during Covid, when many executives rose to the challenge of becoming inspirational figures. They led their businesses while guiding their employees through a challenging shared experience. That was the case as well for many U.S. CEOs in 2020 when George Floyd's murder shocked the nation, and employees looked to their leaders for guidance and assurance.
In his reflections on the 2025 Wall Street Journal CEO Council summit held in December, WSJ Leadership Institute president Alan Murray noted that CEOs are not actually preoccupied with AI, tariffs, or geopolitics. Instead, they're focused on something far more fundamental: people and culture. How do you build an organization that can adapt, collaborate, and innovate amid persistent volatility? That instinct is correct. Yet one of the most effective tools for strengthening culture and developing talent remains surprisingly underused-skills-based volunteering (SBV).
The average CEO makes over 280 times what their company's line worker earns. This is more than 10 times the ratio observed in the 1970s. Looking just at the salaries and bonuses of Fortune 500 CEOs, financial executives, top university presidents, and even some directors of the larger non-profit organizations, you would think that these leaders are performing at high levels-at least levels high enough to justify their huge compensation. Unfortunately, that's not often the case.
U.S. worker engagement has stagnated for decades, with more than two-thirds of workers feeling detached or disengaged. To reverse the trend, many executives have strived to build an "ownership culture," hoping personal responsibility will drive productivity. Yet most omit the most vital ingredient, actual ownership. We spent the past four years studying companies that committed to this missing piece, extending equity to all employees.