Paul Scheer [Black Monday, Veep, The League, NTSF:SD:SUV] talks with Anna about career choices, unexpected casting, the benefits of being naïve, surviving on Subway sandwiches, good movies versus favorite movies, and much more. Anna and Paul then give some Unqualified advice to Mya and Charlie.

Hosted on Acast. See acast.com/privacy for more information.

Alexandra Daddario [The White Lotus, Percy Jackson, Baywatch, San Andreas, True Detective] talks with Anna about the state of the world, on-screen kisses, learning about boys when you go to an all-girls school, and why Alexandra wouldn’t date anyone who has a tiger. Anna and Alexandra then give some Unqualified advice to callers Kathryn and Brittany.

Hosted on Acast. See acast.com/privacy for more information.

Nikki Glaser [Not Safe with Nikki Glaser, Perfect, Good Clean Filth, Bangin’] quickly becomes Anna’s best friend while talking about porn star orgasms, asking for what you want during sex, and the difference between a funny man and a funny woman. Nikki and Anna then give some Unqualified advice to caller Britney.

Hosted on Acast. See acast.com/privacy for more information.

Judy Greer [13 Going on 30, Arrested Development, Kidding, Married, Mad Love] talks with Anna about making it in LA, worst jobs, meeting her husband, and how hard it is to write a book. Anna and Judy then give some Unqualified advice to callers Jessica and Emily.

Hosted on Acast. See acast.com/privacy for more information.

Whitney Cummings [2 Broke Girls, At Midnight, The Female Brain, Whitney, Undateable] joins Anna to discuss orgasms, topless baristas, comedy, murder and more. Anna and Whitney then give Unqualified advice to callers Donna and Rebekah.

Hosted on Acast. See acast.com/privacy for more information.

In this flashback episode, Lizzy Caplan [Mean Girls, The Masters of Sex, Freaks and Geeks, Party Down, Fatal Attraction] joins Anna to discuss living abroad, friend dates, diminishing brain cells, a cup of tea, professional vs. personal identity, the California trucker hat, marriage, and more.

Hosted on Acast. See acast.com/privacy for more information.

Melissa McCarthy [Bridesmaids, The Heat, Thunderforce, Ghostbusters, Mike & Molly, Spy, Superintelligence] joins Anna in this flashback episode to talk about being a parent, working with her husband, the brilliance of John Candy, the importance of having pockets, the value of comedy and more. Later in the episode Anna is joined by OB/GYN and Twitter’s unofficial resident gynecologist, Dr. Jen Gunter.

Hosted on Acast. See acast.com/privacy for more information.

In this special flashback episode, Norah Jones joins Anna to talk about music, teaching your kids to swear, the wink that changed Norah’s life, Keanu Reeves, Cyndi Lauper, Bob Marley and more. Later in the episode Anna is joined by dating expert, coach, matchmaker and creator of LEVEL Connections, April Beyer.

Hosted on Acast. See acast.com/privacy for more information.

Sam Richardson [Veep, The Afterparty, Ted Lasso, The Tomorrow War] guests this flashback episode from 2020. Sam talks with Anna about his star turn on HBO’s Veep, the things he’d save if his house caught on fire, favorite TV shows, heroes and more.

Hosted on Acast. See acast.com/privacy for more information.

Chelsea Handler is an author, comedian, actress, television host, producer, and activist. In this special flashback episode, Anna asks Chelsea about her new book Life Will Be the Death of Me, why she values independence, childhood ambitions, her passion for pharmaceuticals, and what it means to be a good host. You can hear a clip of Chelsea’s book at the end of the episode.

Hosted on Acast. See acast.com/privacy for more information.