I changed my oil on my new Street Glide at 100 miles like was suggested on this forum. I spoke to my buddy and he says that a friend of his works at Chicago HD and says that you should also drop it at 500 miles too. I noticed that quite a bit of gunk acame out at the 100 mile change and was wondering what the consenus is on changing at 500 miles as well. I guess it couldn't hurt, but I thought that I got quite a bit out at the 100 mile mark, and really didn't know if I'd accomplishing much as I think that most of the crud came out. I will be for sure changing it at the 1000 mile mark, and maybe at 2000 mark go to synthetic in the crank. It is recommended to change the tranny and primary to syn at the 1000 mile mark, such as spectro and mobil 1?