Oof, thanks everyone for adding their two cents to the support group.
Me: May 2018 after a big steeplechase race (first season of steeple) had sharp pain at the insertion of the left Achilles. Thought it was tendonitis, tendonosis or whatever and did a solid 8 months of PT, strengthening, etc. Everything mentioned here. Would run a few days, pain, have to take time off. Missed most of XC and indoor. Finally got an MRI March 2019 showing significant tearing in the tendon; very little healthy tendon left. Spent the next 6 months doing intense ESWT, rest, then a progressive loading program. Healthy by September 2019.
July 2020, COVID, training like an animal. Same pain comes back. More tearing shown on MRI in the tendon. Fall 2020 spent doing ESWT and PT like last time to no avail. PRP injection November 2020 (don't think it helped much) and another progressive loading program; healthy training by May 2021.
August 2021, training, post-33 mile trail day pain comes back. MRI shows tearing and beginnings of small Haglund's. I finally said f*ck it, three years of degeneration and regeneration of the tendon and three bouts with partial but significant tearing, I need to structurally fix this. Surgery (with tendon removal) by Amol Saxena in November 2021.
Now it's July 2022 and I'm not running much. I tried getting back into it around April as I recovered but my form was so bad and it was still so painful even 5 months post-op. Have been focusing on just healing and the strengthening discussed here for 3 months now. Most of the pain is still there, sharp, at the insertion, and very sensitive to the touch.
Not to be a downer on this thread but I don't have a ton of hope about my future prospects, especially hearing how quickly others that had the surgery done were able to recover with good results compared to little progress for me. Would appreciate anyone's perspective that has had the surgery done. To the OP, I'd avoid it and focus on the progressive loading with heavy weights as discussed here, as you'll see that was a solid theme in my prior recoveries.