I'd be leaving on weds morn, so you all would suggest:
JFK-GRU-GIG, leaving NYC at 9am, arriving GIG at 12am same day.
Spending Thurs in GIG.
Flying back to GRU on Friday AM, spending shabbas, sunday, and part of Monday and back?
Don't think I can push it beyond that as we have DPS/SIN booked in July.