Maggie made the last minute decision to go cheer on and take pictures for her friend Mimi, who was going skydiving. Jake was scheduled to go skydiving with his brother the weekend before, but because of the weather had to reschedule for the following weekend. And was he glad he did! Because Maggie and Jake both ended up at 516 Skydive in Long Island at the same time, despite it not being the inital plan for either of them that day. After lots of back and forth banter, Jake decided to make the first move. Jake was getting ready to get on the plane, so he didn't have his phone on him but wanted Maggie's number, so he asked Maggie quickly if she could take a picture of him and his brother and send the picture to his number. Later that day, Jake texts Maggie if she would like to go out with him. Maggie said yes, and that ended up being the last first date for both of them.