"Dear Diary" is such an invitation to listen. It's calm and I love it. The shift from that to the next few tracks being more upbeat is a bit jarring from a purely listening standpoint. Imagining it in the context of the game and the story, the shift makes sense. I do really like the gradual change from upbeat back to heartfelt over the course of the OST. The lyrics at the end were not expected - it was a nice surprise!
Overall, this is a strong submission. Great work!