Huge news, I've found out what you need to do for the therapist progression. The main issue is that you need to peek on Elena in her room and in the bathroom at a high corruption several times. The fourth journal entry is about the MC peeking which exactly one person has mentioned in this entire thread which is most likely your missing progression piece. In addition to peeking, you have to take Elena on a date, have her wake you up and mention therapy, and grab her ass in the kitchen where she then mentions therapy.
On weekdays at dawn is the meeting between Selena and Elena. You can also talk to Selena at any point on the weekdays except for night. You'll also need to talk to your mom at breakfast after seeing the two in a dawn meeting.
On a side rant, Corruption was revolutionary to me at the time but this game is as aged as a dinosaur and this arbitrary headache of a progression lock made this ten times worse.
Tags for people searching: Doctor, Therapist, Journal, Diary, Elena, Mom, Mother