I hear stories about this stuff regularly, its fun to see how different this stuff is in various areas of the country.
Our LO's territory covers most of the state of Maine, a large geographical swath of countryside. Anywhere between 10 to 15 divisions on a given session. Shortest distance between the two most distant divisions is over 200 miles. So there isn't any driving around to deliver and/or pick up stuff here.
The L.O. mails our paperwork to each team typically a day before our match, and its our responsibility to mail it back, with a check (unless paid to them directly with C.C.) within a day or two after the match. They'll give us a days grace period if we scan and email the scoresheets to them, so that they can enter the data and not have to wait for the mail.