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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Episode 198: No Dumb Questions: Should I use toys in the bedroom? Why is my partner never in the mood? What are the best sex positions? Tips for threesomes?

Welcome to our first episode of “No Dumb Questions,” where we answer all of your burning questions. In honour of Valentine's Day, we’re tackling the most exciting questions of all: Sex. Because whether you’re dating, in a relationship, or very much single, we’re probably all thinking about it. (Mom stop listening!)

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Wellness, Lifestyle Cailyn and Gillian Wellness, Lifestyle Cailyn and Gillian

Episode 195: How To Better Love Your Partner, Your Friends, And Yourself With The Seven Love Languages

It’s love month! So buckle up lovers, you’re in for a wild ride this week with our first ever team roundtable episode! We’re joined by TMHTA team members Kyla and Caro to talk all things Love Languages — including the latest two love languages that were added to the original five.

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Wellness, Lifestyle Cailyn and Gillian Wellness, Lifestyle Cailyn and Gillian

Episode 193: How To Stop Upper Limiting, Overcome Self-Sabotage, and Make Quantum Leaps, with Lori Harder

How are those big new years goals going? Are you holding steady, or losing steam? As we reach the neverending finish line of January, we’re hitting the point where a lot of us will lose that momentum. You might start looking for all of the evidence of why those goals weren’t actually possible or worth it. That’s self-sabotage… and we’re not doing that shit this year, so we called in the incredible Lori Harder to teach us how to make quantum leaps towards becoming the person we want to be in 2024.

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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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Episode 145: The Quickie: How to Ask for Help When You Need It (It's Okay To Not Be Okay!)

Life can be complicated AF and everyone needs support along the way…so why is it so hard to ask for it? For most of us, the tendency to keep things bottled in and not ask for help has been reinforced over time, especially in cultures that value independence and “success”. Spoiler alert: it isn’t doing us any good. On the plus side, vulnerability and asking for help are two skills that can be learned, and class is now in session!

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Episode 139: Teach Me How to Make Friends As An Adult, with Psychologist and Friendship Expert Dr. Miriam Kirmayer

There’s a new epidemic in town: Loneliness. And while making friends is intimidating at any age, it feels especially daunting as adults. As we hit our 30s, our groups of friends are getting smaller and smaller (fun fact: We replace half our friend group every seven years as adults!). Life gets busy, people move away, and milestones come at different times. Even though this seems to be universal, it can still feel like something is wrong with us.

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Episode 104: Teach Me How To Communicate Better In My Relationship, with Therapist Liz Earnshaw

Good communication is the golden key to a healthy relationship, but like most things, it’s easier said than done. So today, we’re continuing our love month theme and throwing it back to a collection of game-changing advice from our episode on communication and conflict with licensed family and marriage therapist, Liz Earnshaw.

Liz takes us on a relationship deep dive, breaking down everything from our physiology during conflict, to identifying power dynamics and creating healthy communication strategies. And even if you’re not in a relationship, this episode can help anyone work towards becoming the securely attached communicative human we all strive to be.

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Episode 64: How To Own Your Orgasms And Pleasure

Friends, this week’s episode is a juicyyy one! We sat down with sex coach and educator Portia Brown to chat all things orgasms and how to take control of your own pleasure. Because there’s an embarrassing amount we don’t know about our own sexual physiology, and we’re SO ready to take self-care to the next level by creating a pleasure practice that helps us tune into our body and mind.

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Episode 52: How To Spice Up Your Sex Life

Let’s talk about sex, baby! If you, like us, believe the sex-ed we got in school was a total joke… this one’s for you. We’re talking communication, sexting, pleasure, technique, toys, kinks, and yes… butt stuff.

We grew up in a time when there was so much shame surrounding sex, especially around female pleasure, and that still affects the way a lot of us navigate our own sexuality. But the best way to counter that, is to normalize and talk about it. Because one of the key cornerstones of a solid relationship is great sex, and for those who aren’t in relationships, a huge part of figuring out who you are and what you like is exploring sex.

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Lifestyle Cailyn and Gillian Lifestyle Cailyn and Gillian

Episode 51: How To Get Out of A Rut

Winter is coming… and with almost two years of the pandemmy under our belts and the sun now setting before we even get a chance to see it (who is daylight savings ACTUALLY saving?), it can feel like we’re living in Groundhog Day. If you’re feeling stuck and stagnant, and running low on energy like us, you’ve come to the right place!

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Episode 43: How To Start Dating Again

One of the many things we’re loving about life after lockdown is that LOVE IS BACK, BABY! So many people are jumping back into the dating world, but we’ve also heard from lots of single friends that they’re feeling a little apprehensive or unsure of how to get back into it all after over a year of isolation. In our recent Instagram polls about dating, 47% of you said you’re a litttttle nervous to get back into dating post-Covid, too, and lots of you have had less than ideal experiences on dating apps.

Navigating love and the dating world in 2021 ain’t easy, so we called in love and relationship coach, Lauren Zoeller, to answer all of your burning Qs, and give us the advice that everyone needs to hear, whether you’re newly single, have been on the market for a while, or are in an open relationship.

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