I played D&D from 1977 with 1e, up until 1990 with 2e, then our regular Dungeon Master was killed in an auto accident, and the group opted not to play at all for about 10 years. In the mean time 3.0 began, but we didn't start playing D&D again until well into 3.5, so we missed 3.0 altogether. Of course 3.5 died, and I went to Pathfinder, while they mostly stayed in 3.5 until the group broke up. We seemed to transition from 2e to 3.5 well enough, but nothing much after that. I went my own way, found a new group of mostly play-testers for content I create.