SUMMARY. A riff on a portion of Brother Maynard’s post about “Institutions vs. Collaboration,” in which he refers to the five stages (or layers) of grief identified by Dr. Elizabeth Kübler-Ross: denial, anger, bargaining, depression, and acceptance. I apply this framework to my observations of different types of leaders, especially in conventional/institutional models of church, who are in different frames of being in relation to facing the realities of organizational transition and the grieving that goes with it. I also suggest specific ways to help church leaders move toward acceptance of the death of the Traditional (Builder generation) and Pragmatic (Boomer) paradigms, and the transference of church legacy to those of Holistic (Buster and beyond) paradigms. The final section of the post offers a litmus test question to help leaders consider whether they truly are in acceptance mode about working on transition, or just enamored of the “idea” of transition. It ends with some powerful quotes on risk and relinquishment, from two cultural creative leaders in each of Western and tribal perspectives.