Sounds like the tail amputation is the best option for Sherman @Jonel. Sherman's story seems similar to Finn who also went thru several rounds of abx and steroids. His tail pocket was very tight too and he had a lot of skin folds that would just be a breeding ground for yeast and bacteria. He had the tail amputation in late January and he's doing SO MUCH BETTER now! The surgery itself took a couple hours, full anesthesia of course, and his recovery was several days afterwards. The recovery went okay for him, but if you can, try to take a week off from work or commitments post-surgery to be with Sherman so you can keep an eye on him and make sure he doesn't become too active b/c you don't want the stitches to come out. And make sure your vet has had experience doing successful tail amputations too. Good luck with this. I think Sherman will feel a heck of a lot better after he gets this done.