I've done it (a long time ago).
Make sure that you are clear of the two show-stoppers first. The rest of it is easy stuff.
Potential show-stopper #1: RIV's list of vehicles eligible for import. If it's not on that list you CAN NOT import it and register it for road use.
Potential show-stopper #2: Obtaining the recall clearance letter. This is a document, on the letterhead of the vehicle's US distributor, which states that the particular vehicle in question (identified by VIN) does not have any outstanding recalls. The show-stopper is if you can't get that letter. Some manufacturers will routinely issue them, others will absolutely not do it (because they don't want people circumventing their respective local distribution networks), others you have to know who to talk to and that's not necessarily easy to find out. (In my case the race program of the chap that I was buying the bike from was sponsored by his local dealer, and he talked with them and they figured it out and got it done in advance)
The vehicle in question is supposed to be completely stock with respect to all emission control and safety related equipment. Stock exhaust system, in particular. Having said that ... you're going to be taken it to (I believe) Canadian Tire for the RIV inspection, and there is a fair chance that whoever is inspecting it will write down some information from the VIN label on the vehicle (which had better be present), maaaaaybe check that the speedometer has metric markings on it, and maaaaaybe check that the daytime running lights work, and fill out a form and send you on your way. All US-market motorcycles from the last 15 (actually 48 ) years have daytime running lights as original equipment, so this should not be a problem.
You have a time limit in which to complete the inspection. In my case the bike was an operational race bike when I bought it, with all the street stuff in a box, so I had to put it together and get all the street stuff working.