G'day Steve,
No,.... not an idiotic question !
You will need to take a bit of the silk off if it is running onto the saddles, the metal part of the strings should run across the saddles, (nothing else) otherwise it has to have an effect on the tone...!
When you cut the silks back, you can put a little bit of clear nail polish on the silk to stop it unravelling and looking messy. ( if you are pedantic like me)

This is common with D'Addario Chromes, I have 3 basses strung with Chromes 50/105 and had to cut them all. The other bass, a Tune Bass Maniac (also Chromes) 45/105, never had that problem but the bridge (Gotoh) is a different configuration to the others.
Merry Christmas....
