The siblings start off this episode by taking a "when will you meet your soulmate" quiz. They then delve into advice for a woman whose SO wants to get married at McDonalds, a man whose SO eats like a child, and a woman who is unsure whether to choose romantic love or city love during the pandemic. 

The siblings discuss some listener-submitted potential dealbreakers and real-life situations. Jeff relays his feelings about DND romances and the struggles they bring as the siblings chat about dealing with all the guys in a group liking the one girl. Nicki cringes in horror listening to a story about how a guy would like his girlfriend to wear makeup. Chris rants about his distaste for social media and influencers as the siblings tackle being in a relationship with an unsuccessful social media star wannabe. 

Missing Chris this week, Nicki and Jeff decide to test an internet quiz to see if it can correctly guess their birth order. They talk about a guy who lied about his age and is weirdly sensitive about being paid back. They also discuss two coworkers who are having struggles because one of them attributes the other's wrongdoings to their Zodiac sign. Finally, they delve into some common relationship dealbreakers, featuring Jeff's old man accent. 

The siblings discuss their opinions on some dating app questions, talk about the struggles of working remotely and observing a partner's bad work habits for the first time, and then dive into a couple different stories about cats, their owners, and their owners' partners.

The siblings discuss financial dealbreakers that may arise when beginning a relationship, and then dive into discussions about managing social expectations during a pandemic, a potentially intentional bee infestation, and how to cope with the very strange traditions of one's in-laws.

In the pilot episode of Thoroughly Unqualified, adult siblings and singles Nicki, Chris, and Jeff dive into the do's and don'ts of skinny dipping, dealing with body odor sensitivity, and a whole new definition of "nesting."