The two longest documented running Harleys both went well beyond 400,000 miles on the Harley dino (360) oil on 2500 mile OCI's.
I don't know how the Amsoil would do in the long run, but I think in order to get your money's worth out of the Amsoil (or any pricey syn for that matter) you've got to commit a big "no no,"
which is to extend the drains.
Lots of folks take issue with my position, and that's fine. But there are too many TERRIBLE motorcycle UOA's circulating around (many of them in the archives here) which show that synthetics do indeed shear down in motorcycles, and
they do not protect the engine any better than dinos. From what I've seen, the best UOA's for Harleys have all been on good dino oils.
Too, there is some evidence (however anecdotal at this point) that would support the notion that synthetics are not as adept as putting the zinc/phos barrier down in the proper amounts to prevent metal to metal contact at extreme pressure locations. Some engines may not need such a thick barrier additive layer, but others might.
For my Harley engine, I'll not be running syns any more. I did go about 5000 miles on Mobil 1, but have since come to my senses and now run Havoline 20W50 dino for 2000 to 2500 mile intervals. Standby for an FWIW...
I used to get a bothersome "squeak" at idle from time to time in the top end of my engine with the Mobil 1. After switching to the dino oil, I've yet to hear that squeak again. Coincidence? Maybe. But maybe not.
If the oil shears early (which the synthetics are not immune to) or if it is contaminated early on in some way, you'll be doing your engine a terrible disservice by extending that drain to 5000 miles.
My new plan is to change the Havoline 20W50 (car oil) out every 2000 miles in my '94 Evolution. I'll change the filter every other time (at 4000 miles; it's no problem for the filter to handle 5000+ miles of running so there's no use wasting money on a new filter for the 2000 mile first drain).
This way, I've always got pretty fresh oil in the engine, and it costs me less than FOUR DOLLARS to change the oil.
Here is my latest 2500 mile UOA with the Havoline 20W50 car oil. It's one of the best on the board, if not the best (if I do say so myself)!
http://theoildrop.server101.com/ubb/ultimatebb.php?ubb=get_topic;f=52;t=000023
Good luck in your decision...
Dan