I always list a bunch of items at once, all in the same thread. I mix brands and types. I have sold most of the stuff I have posted here, and that's sort of a lot of stuff. I've never felt like I was getting pushed out of the way; besides, that's what a bump is for after 72 hours.
The classifieds are supposed to be hobby level. Because of that, I don't see speed as being of the essence. Most times, I can wait for the items to sell; it's a hobby, I don't need to move the $15 ratchet right this second to pay the landlord.
If items don't sell after a couple bumps, then I reckon that my price needs to be adjusted, maybe a few times. If they still don't sell, then I accept the fact that there is no buyer at this time and set them aside for a future listing.