Okay, didn't know if you were going to do that one or not.
I've done several still on the car.
Off the car is more convenient, thats all.
Clean pump head real well, and light coat of grease afterwards on the whole cast iron.
(Or to back up a little - if the cast iron is canada rust rough - don't grease the cast iron - wrap around/cover it with 2" masking tape. Don't let the o-ring contact anything that isnt nice and smooth and slick.)
Get the pump indexed in-between cycles so that the plunger is all the way down - very important.
Some use a bolt in the timing access hole to keep the plunger tensioned as they loosen the head bolts - and not a bad idea. I have done it with and without.
Main thing is to loosen the head bolts only enough to access the o-ring.
Its built into the design.
I wouldn't stretch the o-ring over the pump head in a cold environment - it could possibly split or break.
Before inserting the new o-ring - lube it with light coat of grease too.
So it slides gently over the pump head.
If you have any exposed threads on the head bolts where the o-ring will be going - wrap a little tape around those threads before letting the o-ring come in contact to them.
After the o-ring is in its new full position - i let it sit for an hour or so to regain its composure after the stretching. Then reassemble.
You can use this link/method as a "general guide".
http://crustycrank.com/resealinjpump.htmHis recipe is missing a few ingredients on the pump head o-ring proceedure.
I added those ingredients above.