Actually, to give you some additional motivation, I have lost 40+ lbs since December( most in the last 4 months) from 286 to 240ish, I have added 1 & 1/4" to my arms and 5" to my shoulder measurements.
I worked on the strength/ size first, then switchd to really concetrating on diet, conditioning, core training, & maintained all of my muscle mass I had gained. I have an extensive training history and look feel better than I ever have. I am waiting until fall to do my specific "strength work", heavy squats, deadlifts, front squats, zerchers, etc
Just watch how much you lift, you don't want to tear a muscle/ rupture a tendon and set your progress back.
Some suggestions; work your weak points first, make them a priority, work on your core. Eat as healthy as possible. make sure you warm up very good before lifting. Stay focused on your specific goal don't try to keep geting stronger and neglect cardio work when your goal is to get leaner. I would set specific time frame goals over 3-4 month time periods and hammer them.
Be proactive in your TRT. Get your bloodwork done every 12-16 weeks, check things like RBC levels getting too high, if so give blood. Do research on this site to learn all you can, watch your E2 levels, get on arimidex if your not already. Good luck, Train hard