Envelopes out: 500
Envelopes in: 0
Halfway there. Yay.
In the "how many licks does it take to get to the tootsie roll center of a tootsie pop" category, I got an answer to the question of how well they count the envelopes in a 500-envelope box. The smaller box did indeed contain 500 #8 envelopes. The larger box, however, contained only 496 #10 envelopes.
I'm headed over to Office Depot today to demand a 4-cent refund for giving me only 496 envelopes when I thought I was buying 500.