1. First, I went to put my new oil pressure sensor in and it was shorter than the other. The connector barely fit. Checked oil gauge, and it was still stuck at over 120. My guess is that its short size indicated its switch only despite the is leading description. All the solid "with gauge" are long. All the solid "switch only" are short.

Rockauto.com ACDELCO Part # 25535479 It says: SWITCH,F/PMP & ENG OIL PRESS IND w/GA CSTR(U2E). It says w/ GA.

2. Second I changed my transmission filter and found a thinned out 3/4 round piece of a planetary washer. Anything to worry about? Would this possible cause ringing noises?

3. Car still chugs when torque converter kicks in. Fixes if I tap the brake (bringing it out of the converter).

4. Spotted a broken wire that was connected to an electrical connector near the power steering pump. Is this a sensor for if the reservoir is low?

The seal is more likely from your torque converter, and given your symptoms, I'd have to point that direction. I'm not aware of any planetary seals.

The connector is for T2V steering. It boosts pump output at slower speeds.

I did a trans filter change on my car and found small chunks of metal in mine. Also a piece of a plastic washer. No good. About 3 weeks later the trans went out.

Let'* try to lose the doom and gloom for the time being and actually help by answering the specific questions he asked.