I've done stuff like this several times.
Good news is you are talking about a dealer vs. an individual. I'm sure there are shady dealerships but seems like a better chance of success with a dealer than a person.
2 bikes I bought from out of state dealers were less than 2 years old with less than 1500 miles on them. And by pictures I could see no crash damage, tire wear matched up to mileage, and both were 50 state bikes (meaning every bike sold in the US has the CARB cert). So, very easy, and low risk the bikes could have had issues.
I've bought 3 off eBay that were well used from individuals. eBay offers some protection but if the bike shows up with leaking fork seals, bent foot pegs, etc, you really just need to start replacing parts and fixing stuff vs. trying to get some sort of restitution out of it.
Buying an older, well used bike, based off pictures I would be shocked if it shows up and absolutely nothing is wrong with the bike.
There is insurance with shipping, but even that might get tricky. Say the bike shows up with bent handlebars. Did it go on the truck with bent handlebars? You don't know. Maybe the seller says it was fine when he handed it over to the shippers. And the shippers say we didn't damage it. At that point ... just buy some new handlebars and put them on there.
So you are going to have something to fix, there will be some surprise, and you just gotta deal with it.
People buy this way for a few reasons ... like a special bike to you (like a guy in the middle of no where can't sell a pristine DT-400 for $2500, but you'd love to have it) ... or a certain year or combo of options.
As for price, like buying for a deal, I don't think I would do that.
Shipping will probably be $600-$800 depending on where the bike is ... then add in a few things you'll need to fix (the surprises) ... so a run of the mill CBR600 that is $1000 cheaper in Kansas ain't worth it.
There are shipping companies that will handle an escrow account for you (assuming the seller agrees) ... but the fees on those I think are around $125-$175. So say you find the bike you want for $7500 ... you put the $7500 into an escrow account ... the seller can see that ... shipping picks up the bike, brings it to you ... when you get it off the truck you inspect it. But at this point it isn't like you are at some guys house checking out a bike ... you can't say "oh the tires are worn more than I thought, hum looks like it needs new grips, I don't want it!" ... nope, more like pictures show a shinny pretty moto and what showed up is a rusty heap that sat out in the rain for months, then you say I don't want it. But, assuming things are ok, then the shipper releases the escrow and the seller gets their money, and you pay $125-$175 for that "service". I've never done that. I think the real value is if you don't trust the seller ... like you send them $7500 and hope they are around to load the bike when the shipper shows up.
Oh, I did buy one used bike from a dealer and it was like 20 years old ... the dealer had checked it over and it passed their "multi point inspection" ... when I got it, first ride the rear tire was chunking tread ... tires were 15 years old. The tires looked good, but they just came apart. So I just spent the ~$350 to get new tires front and rear.
I'm sure some guys would have called up the dealer, gave them crap, demanded a new set of tires blah blah blah ... but really, the dealer got an old bike on trade, looked it over, I doubt they looked at the date code on the tires, just tread depth so how were they to know they would start chunking, and if they put new tires on it at their shop they probably would had added that to the selling price anyway.
Oh, as for shippers ... I've used a number, but I usually just got a few quotes and picked one ... never had a real bad one.
uship.com seems a bit cheaper (like $700 vs $800) but it is also a bit more odd (kind of a market place to connect shippers with customers) ... so you have everything from a guy with a truck and a flatbed trailer up to a professional motorcycle moving company. Never used them.
Good luck!