Katie pushes Anna-Kat and Franklin to take a risk and try an activity outside their comfort zone in order to create new content for her mommy vlog. Meanwhile, Oliver is convinced taking performance-enhancing drugs will help him ace his SATs. And after bonding with her TA over an art exhibit, Taylor begins to wonder if Trip is the right guy for her. 

Greg ropes Katie into a double date with Principal Ablin and Maria in an attempt to further his political aspirations. Meanwhile, Anna-Kat's new found popularity at school proves to be overwhelming.