Rachel Feinstein and Ben Gleib
From Wrong Turns with Jameela Jamil by Jameela Jamil
May 28, 2026 · 52 min
About this episode
Rachel Feinstein and Ben Gleib join Jameela Jamil to share their most catastrophic life moments filled with humor and unexpected twists.
Comedian and actor Rachel Feinstein (Inside Amy Schumer, Crashing, Trainwreck, Big Guy on Netflix) and comedian, actor, and writer Ben Gleib (Chelsea Lately, Ice Age: Continental Drift, Good Night with Ben Gleib on YouTube) join Jameela to share their most catastrophic life moments, and things go off the rails almost immediately. Ben reveals what happens when Chelsea Handler gets bored on a private jet and peer-pressures you into propositioning the flight crew, while Rachel recounts the Christmas she tried to impress her future in-laws and ended up with a mouthful of candle wax. Both agree: the key to surviving humiliation is to just keep going. Later, Ben's attempt to save $37 on an Uber spirals into a full parking lot brawl involving a surprise Coffee Mate attack, and Rachel takes us to the saddest hotel in New York City, where every channel is porn, and her date packed matching Giants pajamas. Along the way, Jameela shares the time a therapist dumped her after one session, and the gang discovers they are all furiously, passionately angry about geography. Watch Ben's (and producer Stewart's) new show Good Night with Ben Gleib on YouTube, and stream Rachel Feinstein's special…
People in this episode
Host: Jameela Jamil
Guests: Rachel Feinstein, Ben Gleib
Topics covered
- humiliation
- comedy
- life stories
- personal experiences
- geography
- relationships
Keywords
- Rachel Feinstein
- Ben Gleib
- humiliation
- comedy
- life stories
- Jameela Jamil
- New York City
- private jet
- geography
Mentioned in this episode
Organizations: Chelsea Handler, Good Night with Ben Gleib, Inside Amy Schumer, Crashing, Trainwreck, Big Guy on Netflix, A Low Desire To Please, Netflix
Places: New York City, private jet, parking lot, Coffee Mate, Giants
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