Greg StevensonStevenson, Gregory · Ask Greg — Leadership Coach

The most dangerous person on your leadership team

15 Oct 2026 · 1 min

Watch on YouTube

0:36

In this brief leadership monologue, Greg Stevenson warns that the most hazardous member of a leadership team is the one who constantly agrees with the leader, appearing as a supportive ally but actually depriving the team of honest judgment. He argues that without dissent, leaders only hear their own views reflected back, which can lead to poor decisions. Stevenson highlights that the most effective teams include at least one person willing to challenge the leader by saying, "I think you are wrong, and here's why." He ends with a call to follow his channel for more insights on the "interior game of leadership."

Chapters

The most dangerous person on your leadership team is the one who always agrees with you. They feel like your best ally. They back every decision and never slow you down. But if someone never disagrees, you are not getting their judgment. You are getting your own back with a smile. The best teams I sat on had someone willing to say, I think you are wrong, and why. Who on your team will tell you that? Follow this channel for more on the interior game of leadership.