In this Season 1 finale, Bobby talks to comedians Jeff Cesario ("Comedy Central Presents," "Larry Sanders Show") and Erica Rhodes (Comedy Central's "@Midnight," "Comics Unleashed") about "almost meeting" on dating apps, a town of psychiatrists that doesn't need cops, and people who shove their phones in your face.

Bobby talks with comedians Maureen Langan ("Comics Unleashed," "Daughter of a Garbage Man") and Tom Cotter ("America's Got Talent," "Last Comic Standing") about the police, getting political with jokes, and the problems with today's tollbooths.

Bobby talks with comedians Tim Allen ("Home Improvement," "Last Man Standing") and Lowell Sanders ("The Drew Carey Show," "Home Improvement") about civil unrest, Jay Leno's voice, and Lowell's love of cooking.

Bobby talks with comedians John Ferrentino (A&E, The Comedy Channel), and Richie Minervini ("The King of Queens," "Paul Blart: Mall Cop") about owning a comedy club in the 80's, a Richard Nixon impersonator, and throwing away all your clothes after a bad show.

Bobby talks with comedians Ray Romano ("Everybody Loves Raymond," "Get Shorty" on Epix), and Jon Manfrellotti ("Everybody Loves Raymond," "Men of a Certain Age") about losing weight through peeing, post-quarantine comedy, and Ray's "mind bets."

Bobby talks to comedians Adam Ferrara ("Top Gear USA," "Nurse Jackie") and Cathly Ladman ("Curb Your Enthusiasm," "I'm Dying Up Here") about Bobby's new washing machine, Adam's time on "Nurse Jackie," and taking road trips with your family.

Bobby talks to comedians Caroline Rhea ("Sabrina the Teenage Witch", GSN's "Caroline and Friends") and Francisco Ramos ("Last Comic Standing", Netflix's "Gentefied") about old people on cruise ships, bi-lingual standup, and getting heckled in Scotland.

Bobby talks with comedians George Wallace (Seinfield, The Tonight Show) and Maryellen Hooper (Lounge Lizards on Comedy Central, Disney Cruise Lines) about being an opening act for Frank Sinatra, how to deal with a harsh audience, and rich preachers.

Bobby talks with comedians Colin Quinn (SNL, Night At the Roxbury, and Netflix's Red State Blue State) and Lynne Koplitz (Comedy Central Presents and Netflix's Hormonal Beast) about blind dates over Zoom, pervy old movies, and the one time Colin pretended he was a cop.

Bobby talks with comedians Chris Roach (Kevin Can Wait on CBS) and John Ziegler (Winner, Mohegan Sun’s 2016 Funniest Comics on the East Coast) about Chinese food, coughing on strangers, and Chris’s old career in the NYPD.