Chester angles to land himself in Sam's office, only to struggle with the guidance he's given. Megan grapples with the rapidly evolving world. Naomi and Arianna help their friend through her highly unconventional birth.

After her father delivers a crushing family update, a sleep-deprived Riley tries to avoid Sam's concern, searches for an MIA Chester, and bumps heads with Greta and Ana. Meanwhile, Naomi's dental procedure wreaks havoc on more than just her mouth.