I think the 26RK and my 25 are very similar. Given that we just purchased the boat, I have the extensive experience of
one mast raising to share.
If you have raised the mast of any other 20+ foot sloop, then I think you'll find it similar. It is safe and straightforward with two people, but would be significantly more difficult with one. Our boat has the factory gin pole, but has a dedicated block and tackle rather than borrowing mainsheet or boom vang assemblies. This is a good idea. Again on ours, the roller furling assembly and track seems so fragile that I took considerable care of it during the process. This, together with the gin pole, and an unfamiliar new boat greatly slowed things down.
I can confirm what I have read elsewhere, that this is not the boat to take for a quick day's sailing or even weekend, if you must go through the mast raising process. No doubt we'll get quicker, but I don't see it taking much less than two hours to get the boat ready to launch, as opposed to 35 minutes for our O'Day 20. We were super cautious, and I confess it took us four hours. IMO it is a trailer sailer in name, but in practice I would say it would only be worth it for a week's sailing at least. We decided to rent a slip for the season. We'll buy a ComPac Horizon or other catboat if we ever want a true trailer sailer that we would take for a quick weekend's sailing, and still have comfortable two person accommodation.
But, they are lovely, spacious, high quality boats, and I very much like ours.
Here is the only picture I took during the mast raising process: