As someone who's been on multiple search committees, at different institutions:
Staple each single item together. So your cover letter (2-3 pages, preferably only 2) should be stapled as one item.
Use paper clip or binder clip for the rest.
The other comments are right. All this stuff will just be filed in a box. At some point 2-3 people will go through the files and pick (under each person's own obscure criteria) a short list (never more than 10-12). The committee will meet to compare notes, and come up with an official short list (never more than 10).
Only then will we start photocopying records or looking at them closely.