Just played the new update (v0.5), they definitely need to polish it a bit more especially for the beginning and ending of the tree house segment.
Took me an embarrassing amount of time to find Jessie and actually start her update, checking all the new locations, only to find her in the mall arcade. They should of at least gave a quest right after talking to Marion at the bus stop to where Jessie was. Or just make the heart indicator when you get close to her just constantly on so you know theres someone to talk to.