1. Yes it could count, but in my opinion rather negatively. For a serious relationship, I'm not sure what happened between her and the MC before she broke up with Chad was a good foundation.I think there are two big assumptions people make after this episode, that they should precisely avoid:
1. You can jump onto the Sage path same as if you were on it before.
2. If you had sexy time in a car, you close off Isabella.
However I think that history will count. Going after Sage now and being there from the first party will probably make a difference: remember that she won't commit yet. Also for Isabella yeah she may want to cut you off now, but the history is there and I would not be surprise if there was a way to find redemption.
2. About Bella, I don't know. I didn't see the scene so I don't know what she said exactly.
If Cathy's photo was from one of the DIKs (stored in the computer), I think he would have said so.The Cathy pic on rooster, many have theories. The pic i don't think is a new one. I think it's an old pic that Rusty had in his folders in the laptop, Rusty and Cathy have been friendly for a long time. She did not interfere in a lot of the old DIK stuff with Vinny and Rusty trusts her, and this pic coming out may be because he took it long ago and kept it. It is a shot of her in the locker room in the gym, not a sexual thing with the mask and such so, it was someone hiding in the locker room ( Rusty maybe ) previous years. They did say that they Rusty, Vinny, Tommy and Nick had to do Hell Week and pass just like they were going to make any future maggots do. To set the Benchmark, Maybe Rusty did it or one of the other three during that time.
As Well i don't think it was the Alpha's that sent it. The Pic's of Arieth and the DIK's are old pic's.
So whoever intentionally sent them most likely did the Cathy pic as well.
Maybe Vinny for some type of revenge using one of the Quinn girls to do it ( i think it was Sarah and Melanie ). Maybe Nick ( if it turns out the a DIK did it was right ).
I also think the Alpha are not responsible for posting the photo of Cathy.
The photos sent to Dawe are selfies (except the one with Jacob raising questions). DIKs store their photos on the computer.
So whoever had access to the computer to post the image of Cathy at the same time recovered everything that was on the computer (including the selfies with Arieth).
Who has an interest in harming Rusty and / or the DIKs, and at the same time stoking tensions between Alpha and DIK?