I am still working with my first therapist and he's changed so much and suddenly for the worse, that the ending will not be a good one. I have facilitated positive endings for others, but have never experienced one in my therapy. I wish I had that. On the other hand, I had a positive ending (as much as circumstances allowed) with a former friend when our friendship became toxic. It was mutually agreed, very assertive and caring on both sides, and I am thankful to him for allowing me to experience that. Yes, I grieved, and in ways I still sometimes regret it (this ending happened at the end of 2013). I occasionally doubt my decision, but it was the best I could have done at the time and I remind myself of that. I have a bittersweet feeling when I remember it - he was very dear and close to me and I sometimes miss our chats, his support, etc. but it is not overwhelming when I think of it, normally. Even in the first few months after, I felt like it was the healthiest decision I could have made under the given circumstances. Not sure this helps you since it's about a friend and not a therapist ... I honestly think that positive endings are wonderful life experiences to have, even though they do involve loss. I think they can teach us that we can move on without the past losing its value but also not become stuck in the past.