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

Second Date Update: Nanny No No

Jul 27, 2026 · 17m

Summary

Brooke and Jeffrey discuss listener Katrina’s disastrous first date with Raymond, which she claims was ruined by a phone call. Raymond reveals she brought her five-year-old charge to the park, forcing him to babysit while she multitasked. The hosts confront Katrina about this deception, and Raymond rejects a second date due to her unprofessional behavior.

Topics discussed

Ads: Popsicle Flavor Feud, ChatGPT, Samsung, Harley-Davidson, Indeed Intro and listener comment on binge-listening Katrina's awkward first date with Raymond ruined by phone call Day vs. Night dates and preparing to call Raymond Calling Raymond: The nanny brought a kid to the date Confrontation: Raymond rejects Katrina over childcare negligence Ads: Popsicle Flavor Feud and Discover Cashback Outro: Nanny rules and podcast sign-off Ads: ChatGPT, Popsicle, Seatbelt Safety, Book, ZepBound
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