Ran into an interesting bug with Mac OS X’s Firewall. Every time I launched iTunes, I would be prompted by the firewall whether I wanted to allow incoming connections. Every single time I launched iTunes.
Luckily, there is an easy fix according to this Apple support forum post:
Doing so has worked perfectly well for me. However, there may be a specific sequence of actions that will work. Mine was:
1) Wait for the dialogue to appear, then deny access. Quit the application in question.
2) Open System Preferences>Security>Firewall, and remove the application in question from the list entirely.
3) Wait for the dialogue to appear again, then grant access. This should be the last time you see the dialogue.
Problem so far has been resolved!