So all this "seeing" of power, is it alongside your 281 with you as the operator to compare the two saws in the same log?
Or is it all the youtube videos of 066's tearing up balsa wood, cutting cookies in "race saw" scenarios that is swaying your thoughts?
Your 281 is a nice saw to say the least and should easily impress you with a 20 inch bar.
Yes, they are harder to start than an MS 260- they were designed way back when men were men and boys were hairy butted monsters, but the addition of some kind of cobbled up primer system is not going to help your cause- retro fitting a decomp cylinder might, but not a primer bulb and used OEM 281 or 288 cylinders cost money, so you could just try a D handle or elastostart handle in place of the Husqvarna starter handle that is fairly small and not very forgiving as fitted to the original 281.
My vote is for getting what you have sorted and in tip top condition, find a local 066 with a 20 inch bar and run it alongside your 281 in the same log to base your opinion on and don't try to compare internet video to real life.