I like the Chloe games, but changing the MC is irritating for me. The story out of Chloes perspective would have been another option, getting a bad conscience and investigating Travis. And the MC does not fit in the environment. It would have been logical if red widow made him to get rid of his beard to make him look younger and to get the police of his back. With his looks he stands out like a sore thumb. The change to a weekly plan is a backstep in my opinion. You loose 5 evenings/nights where some things like dating, criminal things, improving relationships, fixing the car etc. could have been made. For example - where is the yoga trainer Taylor talked about that makes "naked yoga" with her mum or when does Taylor yoga with her mum like she said ? And in school the irish bully - that's a little unlogical for me - regardless which option you choose you meet him and loose (even if you win you loose, because you get hurt and the girls make fun of you). An option could have been that as a criminal he learns to fight and does not have to depend on luck to win. Another thing I don't understand is the map - the map in "back to class" was ok and could have been expanded with the new locations and this new map is graphical not very appealing. Reaching a target in the map is a bit of a chore and sometimes you miss the target. For example dating Chloe and directly driving to the diner is not possible. The diner and some other locations overlap and if you click the diner you will end at the location from the tutorial and the only location you can get to from there is Chloes home. That "minigame" is not a good way to change locations.
The spelling / grammar in the game is inferior to the other Chloe games. I'm not a native speaker myself, but things like using "no" instead of "know" shouldn't happen. And why is Travis sometimes written in lower cases "travis" ?