You're almost certainly overtraining and you're tendons and joints are NOT ready for what you are doing. You've had 3 years in the gym, the first 1.5 of which were spent dropping a hundred pounds. The chems you are using are going to push your muscle growth far too fast for the tendons to keep up at your age. You're gonna start blowing shit out again real soon. Trust me, I've been there. When we were 27 years old we could do that but not when you start getting north of 30. Especially when you were relatively sedentary beforehand. You did start this because you needed to drop 100 pounds, that 100 pounds came from somewhere and it certainly wasn't from running Spartan Races
1. You grow when you rest.
The gym is where you rip it all down. The bed is where it gets put back together.
No rest, no growth!
2. Cut that cocktail of chems out! You need more time in the gym to build bone and tendon strength before you go shooting tren in your ass. If you insist on staying on cycle, cut it to no more than 400mg/wk of test-e or cyp administered though two equal 200mg shots per week. Drop everything else. Make sure you have a well planned PCT as well or you can plan on staying on that dose for the next 30 years. Been there, done that.... I'm on TRT and been on it since I was 30.
The low dose test will help you progress slightly faster than normal but not so much that you won't have to bust your ass and work smarter to get there. You want slow but steady gains that give your tendons and bones a chance to catch up. Give it at least a year of solid injury free gym time before you get crazy with compounds like tren again.
Lastly, the shoulder is going to force you to do what I did. You're gonna have to learn more about the science of body building. The day's of walking in the gym and shifting the foundation with every lift are probably over. You'll be amazed at how much easier it is on the body and the joints once you learn some tricks. Take a look at things like MI40. Focus on form, tension, tempo. Work smarter....
One last thing. These chems, testosterone included, reduce collagen synthesis in the body. They are all contributing to exacerbating the tendon and joint problem. Take that into account when you plan your OTC supplements.
Good Luck bro. I know this isn't what you would expect to here on a roid forum but hey, give it a shot.