All the problems you mention can be fixed if the events are repeatable upon failure. If you don't win the fight the first time, theres always tomorrow, etc. The therapist emails are the only ones you would have trouble with, because they aren't obvious when you get them wrong (or maybe they are? never tried doing those wrong...)
I can't agree on the laptop choices- 3 are obviously fluff, 3 are about her work problems with assistant, leaves 3 for main character. As long as you don't get a "game end" for failing, you should be able to work it out.
The therapist letters.... its situational. As an older American, I see them as fairly obvious, for someone trying to sound professional, helpful, but disinterested. I realize that my expectations about how a therapist would sound have probably been heavily influence by Bob Newhart, so it might not seem as obvious to someone else. I have no idea if a younger generation actually believes a therapist will tell someone "have as much sex with your (tenant) son as possible" when they are feeling conflicted, (heck, In another popular game on this site, that IS the advice "therapist" gives to the son about the mother). I have no idea how the translations sound, for all I know those are gibberish 1, gibberish 2, or gibberish 3.