A variety of “grassroots” community Enneagram discussion groups are active today. In this workshop, the presenter will draw on 10 years’ experience organizing one such group. There will be a brief presentation about lessons learned, and a brief recap about relatively successful and less-successful group activities. We will proceed to an in-depth group discussion on experiences others may have had in Enneagram-related groups (or for those participants lacking such direct experience, in community discussion groups on other topics). We will discuss some of the pros and cons of different leadership-models, including how specific issues involved in Enneagram study may accentuate those pros and cons. The presenter will also lead the group in a sampling of some of the experiential exercises attempted over the years in the group he has organized. All are welcome, regardless of past prior experience with Enneagram groups.