When Jen invites her boss, Paul, and his wife over to dinner to impress him, she and Greg can't remember his wife's name and scramble to avoid embarrassment. Also, Tim urges Tyler to start dating; Matt ends up having a nightmare about parenting after he and Colleen discuss having children; and Joan grows increasingly stressed about Heather living with her.

When Jen and Greg hire Clementine as a part-time nanny for Lark and invite her to join them for dinner, the waitress mistakes Jen for Lark's grandmother. Also, Tyler's new girlfriend turns out to be Sophia's fourth grade teacher, John hires a questionable company to set up an escape room in his house, and Matt grows frustrated with Colleen when she blames a valet for stealing her lottery ticket.