Re: confused to point of giving up!
Can I ask why you're pumping the breast your baby isn't nursing on? That could be perpetuating the oversupply problem. Every time you put up with the fullness and don't pump (or pump the absolute minimum needed for comfort), that sends a message to your body to reduce supply in that breast. Every time you pump and empty that breast, it tells your body to keep on making the same excess amount of milk.
Regarding whether or not you should switch sides instead of block feeding at night, I would follow the baby's cues. If he seems to be getting enough to eat from one breast, I would probably continue to block feed, and to not pump the other side (or pump only the amount necessary to restore comfort). If he still seems hungry after taking the breast that you're block feeding on, I might offer the other breast as well.
If you have oversupply, the best thing you can do is to put the pump away until the oversupply is tamed. Frequent night-waking in a baby as young as yours is entirely normal. Frustrating, but normal! It doesn't necessarily have anything to do with inadequate hindmilk intake.
Should I pump in the middle of the night to get to the hind milk? I ask because he wakes up every hour and a half after his first big 'nap' of the evening.
Coolest thing my big girl said recently: "How can you tell the world is moving when you are standing on it?"
Coolest thing my little girl sang recently: "I love dat one-two pupples!"