Take this with a grain of salt as I have never owned a Ural or an outfit, but by the sound of things your dealer has let you down as well. In my opinion your ural should have been tuned correctly from the outset, I understand they are tuned lean to meet emissions laws but once money has changed hands and the contract is signed, a decent experienced dealer should go right over the bike making sure everything is right, including tuning and jetting. Same with the solo, if they can't kick start it, they should be rectifying it!
As far as adding a sidecar to another bike, don't forget that if the tug is new, you may as well throw the warranty out the window, because I don't think anyone is going to honor it!.
Good luck with everything, I hope you keep going on your journey as I am enjoying the ride report. I hope once you get these issues sorted out the ural gets you the rest of the way there with a minimum of fuss.