Career Cailyn and Gillian Career Cailyn and Gillian

Episode 202: How to Meet People in an Over-optimized world

Welcome to the first episode of our new series “I’m the problem, it’s me,” where I deep dive on the struggles and fuck-ups I’ve been facing lately, because let’s be honest, sometimes we’re the problem. And those experiences are usually our greatest teachers. Think of this as adulting confessions.

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Career Cailyn and Gillian Career Cailyn and Gillian

Episode 181: When Two Become One — Cailyn’s Retirement From Podcasting

If we’ve learned anything along our adulting journey, it’s that change is the only constant in life. And today’s episode announces a BIG change that we’ve been sitting on. Grab your tissues, pour yourself something tasty, and get ready for an emotional rollercoaster as we say farewell to one half of our dynamic duo, and welcome in a new solo era of Teach Me How To Adult.

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Career Cailyn and Gillian Career Cailyn and Gillian

Episode 172: Teach Me How To Quit People-Pleasing And Create Honest Relationships, with Psychotherapist Kristina Virro

As born-and-raised (but recovering!) people pleasers, we have experienced first-hand how this habit can contribute to burnout, resentment, getting taken advantage of, and appeasing people who don’t respect our boundaries. But it’s time to break the cycle, because the key to happiness and success isn’t trying to please everyone… that’s actually the key to failure.

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Career Cailyn and Gillian Career Cailyn and Gillian

Episode 161: How to take accountability for your baggage, heal your triggers, and deal with other people’s shit

All of us have baggage, whether it’s from bad relationships, broken homes, friendship drama, or toxic work environments — and more often than not, these past traumas aren’t even our fault! But it’s still our job to manage how we allow these past problems to impact our relationships and experiences today.

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