Does iTunes sync per song settings like Volume Adjustment, EQ, and Start-Stop times?
Start and stop times do sync, as well as volume adjustments.
EQ settings sync as well. However, they only work under the following conditions:
As backwards as that second one sounds, if you EQ enabled on the phone, it uses that EQ setting and overrides the per-song EQ settings. If you have EQ disabled on the phone, it uses the per-song EQ settings.