Also wanted to post on how I wanted to attack this 5 months (144 days from Jan 3 through May 27th)
From Jan 3 through Feb 28th is all about fat loss while keeping as much muscle as possible
This is 8 full weeks … Should average a loss of 2.5lbs a week to get to 280lbs. Lots of lifting and walking.
March 1 - April 1 I want to complete a Whole 30 https://whole30.com/
along with a high rep lifting plan. While adding in sprinting type work. (My injuries prevent a lot off sprinting) - While the Whole 30 isnt a weight loss plan, I feel that a 10 - 14 lbs weight loss during that period should be about right.
April 2 - April 11 - Lift HEAVY
April 11 - April 14 - Short Vacation - planned in advance - but a good time to reassess goals and put myself in a great position to hit the last 6 weeks hard
April 15 - May 27 - A heavy lifting plan mixed with swimming,boxing, and getting tanned
– Hoping to look what Mark Bell likes to call “Jacked and Tan”
Note on my injuries: - I’m sure anyone of my age who has played sports and trained at any intensity has a myriad of injuries and I’m no exception.
In 2006 I ruptured my right Achilles Tendon playing basketball - Insurance decided that surgery was “optional” so it never healed correctly. It wasn’t the most painful injury ever but still to this day I have balance and range of motion issues, and my right calf is much smaller then my left calf. This took almost a full year to get back to point I could run and play basketball again.
In Jan of 2010 (4 days before my 40th birthday) I ruptured both of my Patella Tendons (yup…both knees were destroyed) . This was an incredibly devastating injury, I was in my bed for 7 weeks, took 11 weeks to get to the point where I could walk with out aid of a walker and another 8 weeks till I could walk without a cane. I have beautiful scars on both knees 
I have never really been able to run again, and obviously my basketball days are over. Up until then if I decided I needed to loose weight I would just start playing basketball every night.
So these injuries are just part of life, everyone has them, but it does change the kind of cardio I can do and I have to be really careful in the squat rack and dead-lifting.
Good Luck to everyone!!! -
-Giantandre