Dear Rollie D

Dear Rollie D: I'm Feeling Overwhelmed By All the Wedding Invites I'm Getting 29.06.2026 1:58 ↓

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Dear Rollie D: Help! I Swiped Right On Someone I Know On Tinder! 24.06.2026 2:05 ↓

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Dear Rollie D: My Parents Need A Crushing Amount of Help with Technology 22.06.2026 2:04 ↓

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Dear Rollie D: My Summer Sleep Is Suffering 19.06.2026 1:57 ↓

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Dear Rollie D: My In-Laws Keep Showing Up Without Notice 17.06.2026 1:52 ↓

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Dear Rollie D: My Car Is Getting Older 15.06.2026 1:57 ↓

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Dear Rollie D: I'm Tired of Always Being the Reliable Friend 12.06.2026 2:04 ↓

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Dear Rollie D: My Kids Are Getting Restless On Summer Break 10.06.2026 2:05 ↓

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Dear Rollie D: My Summer Body Hasn't Arrived 08.06.2026 2:03 ↓

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Dear Rollie D: I Caught Feelings For Someone Who's Only Here For Summer 05.06.2026 1:51 ↓

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Dear Rollie D: My Summer Weekends Feel Too Full 03.06.2026 1:55 ↓

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Dear Rollie D: I'm 24 and Feeling Stuck 01.06.2026 2:06 ↓

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Dear Rollie D: I'm Worried My Hobbies Are Embarrassing 29.05.2026 3:05 ↓

Featuring Wayne Allen from Middays See omnystudio.com/listener for privacy information.

Dear Rollie D: I'm Slacking At Work Due to the Sun 27.05.2026 1:59 ↓

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Dear Rollie D: I Feel Like A Zombie After Long Weekends 25.05.2026 1:47 ↓

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Dear Rollie D: My Fix-It List Is Overwhelming Me 22.05.2026 2:05 ↓

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Dear Rollie D: I Feel Like An Impostor At Work 20.05.2026 2:05 ↓

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Dear Rollie D: I'm Dreading A Visit From My Parents 18.05.2026 1:50 ↓

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Dear Rollie D: My Money Keeps Disappearing 15.05.2026 2:06 ↓

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Dear Rollie D: My Girlfriend Might Not Be Ready For What I'm Ready For 13.05.2026 2:17 ↓

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Dear Rollie D: My Kids Are Having A Meltdown Waiting for Summer 11.05.2026 1:56 ↓

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Dear Rollie D: I'm Struggling With My Husband's Camping Itinerary 08.05.2026 3:05 ↓

Featuring Jaylin Raschke See omnystudio.com/listener for privacy information.

Dear Rollie D: I've Overbooked My Schedule 06.05.2026 2:06 ↓

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Dear Rollie D: My Brother Won't Stop Asking For Money 04.05.2026 1:54 ↓

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Dear Rollie D: My Plants Are Dying! 01.05.2026 1:50 ↓

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