Why You Don’t Think Like Me: The Truth About Generational Friendships episode artwork

EPISODE · Apr 6, 2026 · 37 MIN

Why You Don’t Think Like Me: The Truth About Generational Friendships

from Slightly Unsupervised · host Jennifer Hobbs & Jackie Schroeder

Send us Fan MailWhy You Don’t Think Like Me: The Truth About Generational Friendships Friendship hasn’t gotten worse… it’s just gotten different. In this episode of Slightly Unsupervised, Jennifer and Jackie break down how friendships have evolved from Baby Boomers to Gen Z—and why every generation connects, communicates, and shows up in completely different ways. From the loyalty and “don’t talk about it” mindset of Baby Boomers, to the independent, low-maintenance friendships of Gen X… to the emotionally expressive Millennials and the boundary-driven Gen Z—each generation has its own friendship language. And sometimes… those languages don’t translate. Jennifer and Jackie get real about:  Why different generations expect completely different things from friendship  The biggest clashes between loyalty, communication, and boundaries  How the way you were raised shapes how you show up as a friend  Why some people want to talk everything out… and others just want you to get over it  How to stop taking generational differences personally—and start understanding them They also share real-life stories, generational frustrations, and a few laugh-out-loud moments (including the reality of growing up with wall phones and zero privacy). Because the truth is— we’re all using the word “friendship”… 👉 but we don’t all mean the same thing. Chickology PodcastsBold podcasts by women, for women. Real talk. Real growth.Bestiemony®Honor your forever friendship with a Bestiemony®.Rhinestone Wedding Chapel Weddings, Elvis, & Bestiemony® ceremonies—only in Nashville at Rhinestone Chapel. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love.💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at [email protected]

Episode metadata supplied by the publisher feed · Published Apr 6, 2026

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Send us Fan Mail Why You Don’t Think Like Me: The Truth About Generational Friendships Friendship hasn’t gotten worse… it’s just gotten different. In this episode of Slightly Unsupervised, Jennifer and Jackie break down how friendships have evolved from Baby Boomers to Gen Z—and why every generation connects, communicates, and shows up in completely different ways. From the loyalty and “don’t talk about it” mindset of Baby Boomers, to the independent, low-maintenance friends...

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Why You Don’t Think Like Me: The Truth About Generational Friendships

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This episode was published on April 6, 2026.

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