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 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.

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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.

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📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com