Figured I would be nice since thsi is an Inventor forum and some [people must find it useful. Considering a few hours ago I was ready to throw the computer across the room from fustration with Inventor I am being really nice. LOL
How do I do more than one hole at a time using that? Almost all of my bolted connection are a 4 bolt flange of some type.
After you pick your hole, if it's a pattern, you should get an option to follow pattern.
Realistically though, it's almost as fast - and a lot less hassle down the road - to just insert the fasteners from content center using auto drop and the insert multiple button. Drop your washers first onto the holes, then your nuts, then do your bolts last so you can adjust for length.
As you already have the holes created, how about just dropping the bolts/washers/etc.. from the Favourites section of the model tree? That's what I do and it has auto-drop for recognition of other same size holes.