I've never experienced my T's happiness at my progress as being about being happy I was suffering AT ALL. On the contrary, it was always very clear that it concerned him and worried him and caused him a certain amount of distress to see me suffering. Where his happiness came in was in those times that, despite however horrible things had gotten for me, I persevered, I utilized what healthy means I had to get through that suffering, and I managed to get through that distressing time, often discovering valuable insight about myself and my situation in the process. He absolutely never wanted me to suffer and didn't cause my suffering in any way, but he was grateful that I made it through and beyond that suffering.