Apols, took a while to get back, comments are mostly a rehash of prev. quality posts of which there are many from experienced operators/owners.
As said previously, idle down, then disengage or it will throw that belt, yes will spin for a while, bury it in pile to stop it, safest thing to do, I never work close to the wheel when it's rotating.
Going back a bit, Topbuilder mentioned 4x2's to take off the outside wheels of the duals, he was saying to drive up on the 4x2's with the inner wheels of the duals and this lifts the outer wheels off the ground, I never needed jacks in any facit of stump grinding.
Being lazy I just use the cutter head to lift wheels for removal, it isn't something I would have to do very often, less than once a week. With the drive wheels off the ground and the the socket on the big bolt head I will often use the wheel drive power to undo and then tighten it by operating the forward/reverse button of the remote. (Not applicable for your 4wd though.)
Re blades, always wished for one, the removable cutter head unit would be the best, less problematic than turning machine 180 deg. and not that heavy I'd guess, doesn't need to be heavy duty construction for the purpose. Mind you, a hydraulic steering axle end blade would be handy to stop the machine rolling backwards off the chip heap if you aren't on pristine lawn where it would mark it to much. Pro's and cons on this blade question. I find the spear thingummy a waste of time, never had success with it as it just moved in the ground and made a bigger hole. I wasn't in favour of hammering it in deep for better grip.
My 4012 33hp diesel had 700 teeth factory original, now run 900's, recommend them as much stronger than the 700's and much better cutting life. I'd say 1100's might be to big.
Trailers, mine was custom made, chainsaw/parts box on A frame, fold down rear ramps with legs that sit on ground when they are lowered, this supports all the weight as the machine rolls off the back of the trailer, I'll find a pic. or take one and put it up later. On the trailer the machine will move, even with the cutter wheel supporting weight, I always put a strap around it to hold it up against the front of the trailer.
Good tip to extend the wheelbase tongue when loading on the occasional steeper ground, as said reduces angle.
Re engine oil feed angle, on the sides of hills I never work anyway but up or down it, not across the side, and always with the engine nearest the top of the hill, do it the other way round and the engine, when deep in the ground hole, will have a much greater downward angle and be more likely to starve for oil.
Re greasing/purging bearings, this is a true story, when I first got the new machine I read the sticker on it "Grease daily to purging" was the message, I did this religiously even if only short days of 1 or 2 hours grinding, even less ! The cutter wheel bearings were bgrd in about 170hrs (from memory), I was p'd off !!. Local importer seller of the machine said I over greased the bearings, that idea also gained support on AS when I mentioned it in a thread. Now - I use about 1/2 that much grease, but always put 5-10 pumps of the (hand) grease gun in it before use ea. day, rarely purge them. The bearings in the two shafts have lasted longer that 170hrs. On a big day, ie > 4 hrs I will always give them a couple or three pumps during the day.
Who'd have thought you could over grease a bearing, I'm still sceptical on the whole issue !
Good advice to clear radiator with the blower, the motor will boil on a hot day if working hard and clogged up with light airborne wood/bark/dust particles from the job.
Re the clevis on the wheel engagement, I have had the L/H thread side break once, got a length of threaded rod and repaired it, since then carry a spare new clevis, not real big $$ and handy to have.
Re "Counting the dollars", I found the first 12 months was the honeymoon period with the machine, incoming bucks good and not a lot of outgoing maintenance $$'s, enjoy that but keep some $$ put away, you WILL need them later on.
All the best and enjoy the job, if it's quiet I did a bit of small tree work/falling to pad out the days, a pole saw is handy to own when going that direction.