Well, Good Luck With That

An unsupportive man is keeping a woman from owning land and Iliza continues to think everyone is lying.

Iliza digs into the problems of gaining your sister's approval and dealing with a friend's boyfriend who SPLITS ICE CREAM BARS.

Iliza helps a mom worried about her kid's college plans and does some tough math to figure out another mother's ideal nanny situation.

Iliza helps a mom worried about her kid's college plans and does some tough math to figure out another mother's ideal nanny situation. See omnystudio.com/listener for privacy information.

One listener finds a naked photo of their MIL while another (Sasha!) joins Iliza on the show for the new Be Our Guest segment! Get a copy of Ronnie Antik's new book: Heartbeats: Love, Secrets and the Unraveling of Destiny  The Rebecca Serle episode mentioned is She Said, She Said from March 20, 2024.  See omnystudio.com/listener for privacy information.

A bevy of brand-new questions involve befriending a therapist and how to raise twins.  See omnystudio.com/listener for privacy information.

Iliza tackles in-depth questions about deserving better from your partner and how to handle an injury caused by a friend.  See omnystudio.com/listener for privacy information.

Iliza advises listeners on taking curling too seriously and appropriate mother-of-the-bride attire. See omnystudio.com/listener for privacy information.

We get into some good old-fashioned drama with questions about dating a friend's crush and working for someone you hooked up with.  See omnystudio.com/listener for privacy information.

A FULL FOLLOW-UP episode! We check in on question askers past and see where Iliza's advice has left them, and where they might have buried the lead.  Episodes where the questions originally aired: Fred is cheating on Wilma: Don't Google BTK (2/18/2026) Skiing with a Tinder match: Fruit Flowers Look Dorky (2/4/2026) Telling on a cheating woman: Fruit Flowers Look Dorky (2/4/2026) Catholic sister wedding skipper: Full Baby Butthole (1/28/2026) Employee given an unfair review: We've Got A Dalmatian Mix In The Back (4/10/2024) Healthcare sister doing drugs: Patrapple (6/11/2025) See omnystudio.com/listener for privacy information.