if you're searching around, the correct spelling is "cutless" although it's spelled wrong all the time. Not trying to be a pain but giving you another search option.
There are tools that will replace/install w/o shaft removal. Strut Pro??
You are correct re the spelling but it doesn't seem to matter how you spell it, the Google search engine pulls up lots of "chatter"
I did not take photos when I did mine and I couldn't think of the correct name for the tools I used.....(home made) and 'come-along" is the best I could come up with
I looked on the INet and here is what I scooped off of other forums and this is exactly what I used...........call it what you want.
To get the bearing out after collapsing the bearing I used a tool exactly built like this..
(The tube butts agains the strut and the bearing is pulled into it)
To put it back in this is the tool I made and used as well...Both made the job very easy.
(This is a new bearing going in.....simply put a rachet on the rt side, hold the left side from turning with another wrench and "ratchet away".)
By the way, I did read on a few forums that a few of those that used the Strut Pro, had a difficult time and resorted to this method but I would assume it depends on space available to work. If the boat is in the 'hard' and the prop is close to the ground then removing the shaft may be a bit of a bind if on ashphalt or concrete.
Anyhow...good luck, take your time and as far as a lube goes...I just used dish soap.