Obstacle -
Record a track from zero. When you're done, zoom in on the beginning of the track. How big is the gap between 0.0000 and where the track begins? That's your latency.
Now make sure that track is all the way left to 0.0000. Drag it there if you have to. Now record a second track while listening to the first track. When you're done, zoom in on the beginning of the second track. How big is the gap this time? That's your latency when you're overdubbing.
Next, enable 'Correct For Drift' in Settings. Now, repeat the above procedures with new tracks. Did it help?