My escapinator
It'll get me out in a jiffy.

My loyal T3
If my escapinator doesn't get me out, my model 3 Terminator will, and if she doesn't she'll be good company.

My time compander
If I really can't get out, the compander allows me to compress the year into the space of minutes, so I feel like I've only been in for about four minutes. After I'm out, the compander allows me to stretch the next four minutes into a year, so I can catch up on all I missed.

My Mac
If I really have to do a year's time, I'd have to have my Mac. My prison will have free wireless, right? This is for a white-collar crime, right?

All the books I listed in my answer to yesterday's prompt.
I've been meaning to read them, but I just haven't gotten around to it. With a year in the clink, I'll have no excuses.

My unflagging good attitude
A year without responsibilities! An opportunity to make new friends! Free time galore! I'll get in shape. I'll read. I'll lose all that extra weight. I'll study hard and get that master's degree. I'll learn carpentry in the prison wood shop. I'll learn cooking in the prison kitchen. I'll learn the brutal art of self-defense and domination in the prison yard. What a fantastic year this is going to be, right?!