Josh's business-savvy grandmother finds him an "obituary listing," but when he ends up representing both the buyer and the seller he has to find a way to delicately negotiate. Chad tries to score a listing with an NBA star for a rental property in Las Vegas, but finds himself clashing with the star's bossy manager. Madison finds himself confused by unrequited feelings for his ex-girlfriend while house inspections reveal unexpected issues for one of his buyers.

As Josh copes with suffering from a "quarter-life" crisis, he strives to find the perfect piece of land for a designer's multi-million dollar fantasy compound. Chad battles over negotiations with a seller while shepherding a longtime family friend through the process of buying her dream home. Madison reaches a career milestone with his first double-digit listing, and attempts to make a buyer - a picky client of Josh's - fall in love with the property. Meanwhile, conflict between Josh and Chad explodes.