Ha-ha, rad, you said it!!! That filter may be toast, but I think I'll keep it for awhile as a souvenir and to remind me to oil the gaskets well and not to tighten the snot out of them in the future. The photo by the way doesn't have the proper angle to show the 3/4" of bend we put into that thick U-Bolt getting that filter to come loose.
Today's other challenge: checking the axle lubrication level front and rear. You're supposed to back out some bolts then put your finger inside to detect if the reservoir is full enough. Let's just say the bolts looked painted over black, they're also tight as heck and there's no room to get a wrench, socket or any leverage. But persistence paid off and we got them off and both were about overflowing with lube-- but now I know.
Now the 500 hour service is finished! I celebrated with a 27 point lubrication and pressure wash for the ToolCat and similarly for myself a 3 olive martini and a long hot shower. All told, this 500 hour service took me and my helper about a day and a half, including the stuck oil filter, which took a half day. Dealer quoted me $250 for this labor. But now I know how to do it, I know it is done right, and next time it shall be easy.
By the way, rad, your idea of pre-filling the new fuel filter with diesel first (to reduce the air in the lines) really worked. A small cough at start up and away she went. You should know I thought of you this afternoon, and I thank you for your input. Worked like a charm.
I'd like to add that I had never changed the oil in anything before today. The support of this community and the good photos in the owners manual gave me the confidence to want to try something new. Thank you, all.