Caller ๐Ÿ“ž Sessions! "Should I Invite My Sister On A Vacation I Know She Can't Afford?" - Ep 439
22 January 2026

Caller ๐Ÿ“ž Sessions! "Should I Invite My Sister On A Vacation I Know She Can't Afford?" - Ep 439

Dear Shandy

About

It's CALLER DAY! ๐Ÿ“ž Today we're joined by TWO lovely callers. Catherine is the youngest of 4, and she wishes to celebrate her big sister's big birthday with a big trip. But should she invite their middle sister, who is unlikely to be able to afford it, but who won't handle the FOMO well? Or should she keep the trip under wraps? Our second caller, Renee, deeply regrets welcoming her friend's annoying husband into her friend group. Is it possible to hit "backspace" on introducing friends to friends? Listen on for the Shandy take!



Interested in getting the Shandy take but don't want to appear on the podcast? Email dearshandy@gmail.com for information about Shandy's new Off The Record sessions!



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Time Stamps:

0:00 - Welcome To Caller Catherine!

31:41 - Shandy Debrief

37:47 - Welcome To Caller Renee!

58:22 - Shandy Debrief



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