Brooke and Jeffrey: Second Date Update Brooke and Jeffrey: Second Date Update

Awkward Tuesday: A Rabbi Walks Into A Bar

Oct 13, 2026 · 18m

Summary

In this Awkward Tuesday episode, listener Simon seeks advice after a religious joke at a dinner party led his girlfriend’s parents to mistakenly believe he is Jewish. His girlfriend, Ivana, refuses to correct the misunderstanding, finding the confusion hilarious and even escalating the prank by suggesting a Jewish wedding. Brooke and Jeffrey help Simon convince Ivana to finally tell her parents the truth, highlighting the risks of letting a joke run too long.

Topics discussed

Eczema treatment ad with Kelly Rowland Eczema ad disclaimer and call to action Promo for Game Recognize Game podcast Grainger cleaning supplies advertisement Show intro and listener comments Awkward Tuesday segment introduction Simon's story: Meeting the parents The religious joke that caused confusion Girlfriend doubles down on the Jewish joke Simon seeks help to end the misunderstanding Hosts discuss the escalating situation Hosts offer advice to Simon Simon calls his girlfriend Ivana Ivana defends the joke and refuses to stop Simon suggests they convert to Judaism Revealing the prank to Ivana on air Ivana admits to planning a Jewish wedding Ivana agrees to tell the parents the truth Cachava nutrition shake advertisement Eczema treatment ad with Kelly Rowland Post-call discussion and outro Eczema treatment ad with Kelly Rowland California manufacturing and agriculture ad Pfizer vaccine advertisement
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