Organizations love to live in the comfortable because the uncomfortable creates anxiety and questions that are not easily answered. This is the major reason that board members, for instance, love meetings that are smooth and friendly. It is why they keep hard questions to a minimum, don't tend to ask them, and live with the hope that all is ok rather than dealing with known issues. 

It is also why many leadership groups do the same thing. They do not invite disruptive questions or observations, especially if it would make the senior leader uncomfortable. This is the nature of organizations and the pressure to keep people comfortable rather than challenging what is. Those who ask disruptive questions are often marginalized or put in their place by other group members. 

How, for instance, did the Willow Creek Church or Harvest Bible Church dysfunction go on for so long, and how did the boards and staff disregard what was so obvious to those on the outside looking in? In both cases (and in multiple other cases), the desire to live in the comfort zone precluded candid discussion about what was actually going on, and in both cases, a lot was going on. In retrospect, it seems amazing that no group member called the question. Still, it is testimony to the strong pressures to ignore what is inconvenient or potentially disruptive and the power of groupthink.

There is a much healthier alternative, but it takes leaders who possess self-confidence, courage, and nothing to prove, nothing to lose attitude. It is an open invitation to engage in robust dialogue where any issue (read that again) can be put on the table except for a hidden agenda or a personal attack. 

Robust dialogue is an invitation to explore new ideas, ask disruptive questions, speak candidly without reprisal, and do so for the organization's good. It is a rare commodity in most churches and organizations. The end result is that issues don't get addressed in a timely manner, those who speak candidly are diminished, and the return on mission is compromised. Unfortunately, it is a rare organization that values disruptive questions or ideas, or observations.

When I led a large international organization, I never put someone on the senior leadership team who I did not think would be willing to challenge me, disagree with me or take issue with me. I wanted an organization that didn't settle for the comfortable at the expense of being everything we could be. It made a big difference. 

Any leadership group: a board or executive team is wise to ask the question: Do we value disrupters, or do we value comfort? Have a candid conversation around that issue and see what you learn together. 

See also

What leaders and board members don't know and why

Curiosity and hard questions create discomfort but are the path to becoming better