Jamie Dimon, one of the banking industry's longest-serving CEOs, has thoughts on why some CEOs rise to the occasion while others flounder—and it has little to do with how much they know about business. "The bigger job you get, the less you know—literally—about the job," he told the podcast's host Wildfred Frost. They seek out people with expertise they lack and don't get embarrassed when they don't know something. Dimon said this type of insecurity, more than arrogance, speaks to a deeper weakness in leadership that causes other issues. His latest comments on insecurity are consistent with his previous warnings that "bureaucracy, complacency, and arrogance," can take down otherwise successful companies.