Wow, that was a lot of holes! The guitar came out well, and sounds good. I think the Bridge needs to be slid over a little towards the bass side, as the high E looks like it's running off the fretboard on the higher frets. There appears to be extra space on the bass side of the fretboard, so that should be easy to do.
Ok. So that was a lady's guitar. She gussied it up a bit for her tastes and also tried to swap it over to lefty, as you surmise. She swapped out the trem and put a string butler on it because she had some tuning issues, I've had a slight bit with mine as well (5120). I've had a number of Gretsches, all with Bigsbys or repros, and only had the same problems with that one. I tracked it to the tuners, swapped those for locking tuners and haven't really had much trouble since. Not a super hard one, though moving that output jack back is gonna suck a bit.