I think hitching the BO head been discussed. The best way to hitch is to use your jack to raise the tongue way up while attaching your bars. This is the technique advised by BO. I raise mine high enough that I can almost place the bars by hand.... no need for a lot of muscle to do the job and far safer. Your jack is designed to handle the weight.... give it a try
I only grease twice a year, but if I have been in a really sandy dusty area I will re-grease when I get back home to flush out the grit.
I always use the jack to ease the tension. I have a Hensley and use the hand crank to tighten the bars rather than an electric drill.