Thanks for the replies. J.Scott - Not sure at all. Would need to have some imaging done. I'sd like to avoid the hassle but it may come to that. J. Bennett - I usually get a good response from Aleve but it doesn't seem to be touching this for some reason. I've been icing and stretching/rolling and it does help, but it's temporary. Rubberhead - No. No antibiotics. I've got gut issues so it has to be really necessary for me to take an antibiotic. I really avoid them otherwise. It's funny because I don't run (I hate to). But I do squats 3x week. I'm thinking some of my tendons are reaching their expiration date. My Patella tendon is starting to make noise as well. But not like this Achilles thing. I'm actually pretty surprised at how much it hurts at times.