To set expectations, at cold temps, don't every expect your kit, or any kit, to be what I would call "free rolling". Even the brands known for easier rolling (CMX and Yeti due to belt drives), at cold temps, things are just stiff and don't want to turn. Add in the chain case rather than belt drive and you have even more resistance. My past Timbersleds would never "free roll" even in a warm shop much less freezing temps. Yes you could get them to turn the rack if you drug them backwards hard enough with enough downward pressure to give them traction, but more often, they would just drag the paddles across the floor rather than turn the track. I always used a wheel kit under the track or picked it up to move it forward or backwards.
You'll likely experience the track dragging, rather than turning, if you are pushing or pulling the bike around via the handlebards like you mention. To get a feel for just how much resistance there is on a snowbike track, lift up the tunnel via a stand and turn the track by hand. It will be eye opening how much effort it takes. As mountainrider said, the track will loosen up a bit with use, but even then, at cold temps, you'll likely find that the paddles drag backwards before you are going to get the track to roll backwards. Rear tires these are not. Ha. Not sure how Timbersled/Polaris worded their reply, but if they gave the impression it will just "roll backwards" out of your truck in cold temps, that isn't very realistic. Lift it up a bit and pull it back, throw a wheel kit under the back to roll it backwards, or grab the rear tunnel and try to roll it backwards while pushing down. You'll figure out the loading and unloading technique that works for you.