In this episode of That Stupid Dating Show, we welcome Jessica—sharp, hilarious, and proudly “terminally single.” She dishes on her one and only Tinder experience (spoiler: never again), what it's like navigating dating apps with zero patience, and why being alone is underrated. Plus, she shares wild stories from her time slinging drinks and dodging awkward pickup lines as a waitress and bartender. It’s part vent session, part comedy hour, and 100% relatable.

Grab a drink and buckle up—this one’s for anyone who’s ever ghosted someone mid-conversation or rolled their eyes at the phrase “just put yourself out there.”