Jen, you mention getting overwhelmed by your weight loss goal. The thing is, your goal is do-able, but I find that maintaining a 2lb/wk loss every week is very difficult. You don't know if you will hit a plateau in there somewhere. Will it frustrate you or will you feel like you have failed if you don't make the New Year's goal? What if you have lost a significant amount of weight but just not quite what you'd hoped for? If it might turn out to be a negative thing in the end, I'm not sure that it is better than dropping the weight goal altogether.
Since you are feeling overwhelmed, what about setting some smaller, behavior-related goals instead? To start with, maybe shoot for just one perfectly on-plan day. Once you have that under your belt, then try for a full week on-plan. See how many on-plan days you can string together, and plan a reward for when you reach 10. Maybe an exercise goal, xx minutes per week, or xx minutes in a month. If you meet these goals, of which you are in total control, the weight loss will follow. You will still be working towards your end goal, but without so much pressure.
Life's a journey, not a destination.
It's easier to stay on plan than to get back on plan.