User blog comment:Chaotic38/Estimated Choices Timeline/@comment-35059467-20181127191051/@comment-3452092-20181127195115

Most Wanted defitely happens before The Freshman, Book 2, because yes, Alyssa is a singer at that point. It could potentially be concurant with The Freshman, Book 1, because Alyssa may be new to singing, but she's not new, so people would know her, but it might also make it easier to get her to come to a college fundraiser. Rules of Engament, Book 1 probably occurs about the same time as The Freshman, Book 4, because in book 3, Madison announces that she along with the three guys are going on a cruise. Endless Summer, Book 1 occurs about the time (or slightly after) of Rules of Engagement, Book 2, because that's when Nicole is doing her internship with Grace's mother. During that time Blair tries to contact Grace and based off her wording Grace has not left for the trip yet, but it is coming very soon, so Endless Summer, Book 1 occurs either during the end of Rules of Engagement, Book 2 after that conversation or slightly after. I'm inclined to believe that it occurs very shortly after that message Blair leaves, as in maybe later that same day.

It Lives Beneath occurs three years after everything in It Lives In the Woods except for the very last chapter. This is stated in at least two different locations. Though one is more round about than the other, the second time it is mention it flat out says three years. Not sure when they occur in relation to everything else, but that is when they occur in relation to each other.