Yes, re-greasing it will likely be a regular thing. Granted - he does a bunch of track driving so that may have something to do with it. When you install it the first time, just know that you really can't use too much grease. It goes between the bar and the bushing only, not between the bushing and the bracket.
I was a tech for 17yrs - one thing I've learned along the way is that 9/10 times when there's some kind of method for saving time... it usually doesn't. I found the 2x4 method to be a pain in the ass because the axle has limited range of motion and with a stock strut you have to compress the hell out of it to be able to get it out of the knuckle.
It's way easier to mess with that pinch bolt on a bench/the floor because if you're not putting it PERFECTLY straight in, it will bind up and you'll be fighting it. And since you're also dropping the subframe, there's really zero reason to bother trying to shortcut it at all as
@scrllock said. You're removing most of the stuff to begin with.
Removing the brake stuff definitely isn't fully necessary, but I find the extra few min to be worth not having to finagle another ~20ish lbs of weight when messing with the knuckle/strut assembly.
I'll have my subframe out and pulling my struts again in the next few weeks to make a few small changes - might try to take a video of the process.