Caller 📞 Sessions! "Should I Invite My Sister On A Vacation I Know She Can't Afford?" - Ep 439
Dear Shandy
Sharleen Joynt & Andy Levine
4.9 • 4K Ratings
🗓️ 22 January 2026
⏱️ 65 minutes
🧾️ Download transcript
Summary
It's CALLER DAY! 📞 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!
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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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Transcript
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| 0:00.0 | It isn't that interesting. It's not even really your problem. I feel like that's symbolic. |
| 0:04.8 | This is the most f*** up, not f*** up family I've ever seen. |
| 0:11.8 | Dear Shandy. |
| 0:16.0 | Welcome back to Dear Shandy listeners. Hello, Andy. How are you today? I'm good. How are you? |
| 0:21.6 | I'm good. You got a high bun today. My bun's always high, I thought. Is it? I think I look better with my bun on the top of my head. Yeah, I like, I like your bun. Is that why it's always high? Is that an enhanced bun or is that all hair? It's all hair. Really? Wow. Impressive. It's actually not a bun. |
| 0:36.6 | It's like a knot thing. |
| 0:38.7 | A knot, okay. |
| 0:39.6 | We'll leave it at that. |
| 0:41.2 | Okay. hair. Really? Wow. Impressive. It's actually not a bun. It's like a knot thing. |
| 0:38.7 | A knot? Okay. We'll leave it at that. Okay. It's collar day. It is. Okay. We're joined today by |
| 0:45.3 | Catherine. Catherine, thank you so much for joining us. Hello. Thanks for having me. Do you mind |
| 0:50.1 | giving us your age, the ages of anyone in question, your city or whatever you're comfortable |
| 0:55.0 | sharing, and your story, please. Sure. So I am 36. I live in a small city in the southeast. |
| 1:02.9 | My sister, Laura, is 44, and she lives in a slightly larger city, also in the southeast, but a different |
| 1:10.0 | state than where I live. And then my sister, Sarah, is 49, and she lives in a small city out west. Okay. Oh, you're the baby. Yeah. Yeah, I'm actually the fourth of four. We have a brother that's between the two of them. Oh, wow. Okay. I'm very far behind. Wait, yeah, you're the baby by eight years. Wow. Yes. Yeah, yeah. My closest sibling is eight years. Wow. Okay. All right. All right. Let's hear what's going on. We love each other very much. We support each other very much. We have an active family text ring going. |
| 1:45.6 | It's really a pretty amicable relationship between everybody all the time. We're very close emotionally, |
| 1:52.0 | but we don't live geographically close to each other. So we're all pretty far apart. And we're |
| 1:58.9 | pretty lucky to see each other even once a year, which is my sisters and I are |
| 2:03.8 | sort of similar, like also spread out, see each other like twice a year kind of thing. Yeah, yeah. |
| 2:08.5 | I would love to see them more, but we all have families and it's hard. Totally. So I'm pretty close |
| 2:16.6 | with Sarah, my oldest sibling. She's probably my closest sibling, but I would still consider myself to be pretty close to Lara. Sarah and Lara are very close, much closer than Laura and I are. |
| 2:28.6 | Okay. Sarah is turning 50 next year, which is very exciting. And she and I are planning a trip together to go celebrate, which will be really fun. |
... |
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