Situation:

I might be moving to Colorado late this summer (Early August) and as it happens, that is a good time to start a thru-hike of the CT from what I hear. Also, as I understand it, hiking from Denver to Durango gives you a couple/few less weeks to complete than hiking from Durango to Denver. My thing is, I am not even sure if I am moving to Colorado or not, and when I do know, it might be as late as July or something, and ideally I would like to hike from Denver to Durango.
I guess my question is how late is too late to start planning for your thru of the CT? I am not much of a planner anyway, when I hiked the AT i pretty much just made sure I had the right gear and just hit the trail. (but of course that is much easier on the AT) My concern is about planning for food drops or whatever, or do I even need to? If it is feasible to just hitch into towns for the whole span, I would rather go that route, to avoid the planning.
Basically, if everything falls into place, I might only have about a month to plan my trip, and that will be hard enough with the whole moving process. I just want a little advice on the difficulty of mail drops vs hitching, and how much time i need in general to make this thing happen.

Peace