The BEST episodes of That’s My Time with David Letterman season 1

Every episode of That’s My Time with David Letterman season 1, ranked from best to worst by thousands of votes from fans of the show. The best episodes of That’s My Time with David Letterman season 1!

David Letterman invites some of the hottest up-and-coming stand-up stars to perform a set and sit down for a chat.

Last Updated: 6/27/2025Network: NetflixStatus: Ended
star
8.44
9 votes

#1 - Brian Simpson

Season 1 - Episode 4 - Aired 6/12/2022

Brian Simpson ticks off his many reasons to hate people, including folks who mix up "ammonia" and "pneumonia," uncaring guests — and parents.

Watch Now:Amazon
star
8.00
12 votes

#2 - Rosebud Baker

Season 1 - Episode 3 - Aired 6/7/2022

Rosebud Baker talks about the trials of voting, dating - and living - as well as the intensity of her "Saturday Night Live" day job.

Watch Now:Amazon
star
7.71
7 votes

#3 - Phil Wang

Season 1 - Episode 6 - Aired 6/12/2022

"Help a Wang out": Phil Wang discusses gaming the system when it comes to his Netflix comedy special and exposes an early fall from grace.

Watch Now:Amazon
star
7.40
10 votes

#4 - Naomi Ekperigin

Season 1 - Episode 2 - Aired 6/7/2022

Lockdown realizations, therapist must-haves and the power of "It's OK" -- Naomi Ekperigin from "Mythic Quest" reveals all, then touches Dave's Beard

Watch Now:Amazon
star
7.12
17 votes

#5 - Sam Morril

Season 1 - Episode 1 - Aired 6/7/2022

Sam Morril tackles the sorrow of losing a phone and the joy of subtly subverting hate groups. Later, he talks to Dave about his "Joker" role.

Watch Now:Amazon
star
6.29
7 votes

#6 - Robin Tran

Season 1 - Episode 5 - Aired 6/12/2022

"Historical Roasts" writer Robin Tran covers annoying questions about transitioning, coming out to her mom and watching Vietnam War movies.

Watch Now:Amazon