I just installed my 444s last weekend, I used the 4213s, Progressive lists them for the Triumph Rocket 3 but they fit the specs I wanted along with the 1365 springs.
The ID of the top bushings on the Progressives was identical to the ID of the stock shock upper bushings (except the OEM shock bushings were a bit worn). Nothing but the bushing on the upper mounts of either shock.
The width of the upper bushings on the Progressives was 21mm but the OEM were at 20mm. Again may have been that the originals were somewhat compressed from age/use.
At any rate the upper bushings used no inserts and mounted without any problem.

Mine came with these inserts, 10, 12 and 14mm ID.

Interestingly the 12 and 14mm inserts were 20mm wide which is what I needed for the right side lower insert. I think it was the 12x20.
The 10mm ID insert however was 21mm wide, too wide to fit the bracket on the swing arm. I used a hand file to take 1 mm off, took about 5 minutes and spent more time pulling it out of the vice and measuring than actually filing.

Quick tip if you're an absent minded idiot like me, don't set the insert down near your impact sockets or you may spend 15 minutes looking for it.

After filing I used a little blue thread lock compound and torqued everything to spec.
I haven't had a chance to ride yet but it should be warm enough tomorrow to take a spin. Just ordered the parts tonight for a fork rebuild with Progressive springs. Can't wait to get out in the spring.
One more note for those thinking about changing ride height, my stock 97 Standard Valk shocks are 12 5/8" eye to eye center, not 13" like I commonly see posted here. The Progressive 13" 444s are 12 7/8".
Good luck.
It just occurred to me looking at your post that you received very different hardware. I have three spare inserts for the lower mount of each shock, I'd be glad to send you one of each if you need it. Just send me a PM.
I also notice your location is Murfreesboro, is that TN? My office is in Smyrna.