If the iPhone/iPod is synced with iTunes (e.g. for Calendar synchronization), then iTunes
resets the Playcount / Last Played information on each sync even if iTunes isn't being
used to sync the music library. Thus, when the device is synced with MediaMonkey,
Last Played / Playcount information will not be synced since it has been reset.
Possible workarounds are:
1) Sync with MediaMonkey prior to syncing with iTunes
2) Use over the air synchronization instead (e.g. Sync the Calendar / Contacts / Mail via
the iPhone's Exchange Server sync mechanism) so that iTunes is not required