Career Cailyn and Gillian Career Cailyn and Gillian

Episode 156: How To Make Passive Income (And Make Your Money Work For You)

Want to work less and live more? Today we’re diving into some smart ways that you can start generating passive income, because we could all use a bit of extra cash right now, whether we’re working towards a big vacation, a dream home, or financial freedom from that 9-5 that we lowkey can’t stand. We’re done trading our time for money, so join us on our journey to work smarter, not harder.

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

Episode 152: How To Beat Burnout and Hustle Culture, and Prioritize Health, with Chloe Wilde

Burnout continues to skyrocket as we take on side hustles and chase the elusive “more” – but the good news is there are real, actionable ways to beat it and prevent it from coming back! But we’re no experts, so we called in Chloe Wilde to teach us how she overcame burnout and built a business on balance and wellness.

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Relationships, Wellness Cailyn and Gillian Relationships, Wellness Cailyn and Gillian

Episode 148: Asking For A Friend: What’s The First Year Postpartum Really Like?

Even with all of the books, classes and advice, nothing can truly prepare you for the changes that come with motherhood. Those first postpartum months are overwhelming and joyous and exhausting and confusing and affirming, and most of the time we look back and wonder how it could have gone by so quickly. It’s a vulnerable time that can leave a lot of women feeling isolated.

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Wellness Cailyn and Gillian Wellness Cailyn and Gillian

Episode 147: Teach Me How To Manage Anxiety, Challenge My Fears, And Heal The Gut-Brain Connection, with Dr. Lauren Cook

If you experience feelings of overwhelming anxiety, existential dread, panic sweats and heart palpitations… welcome to the anxious girlies club. But seriously, we’re finally learning that while occasional stress and worry is normal, if those feelings start to impact our day-to-day lives, it’s time to take a closer look at our brains and bodies.

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Wellness Cailyn and Gillian Wellness Cailyn and Gillian

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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Lifestyle Cailyn and Gillian Lifestyle Cailyn and Gillian

Episode 143: Asking For A Friend: How Can I Be A Digital Nomad?

For all the sh*t we’ve been through since 2020, there was at least one positive societal change: we entered our remote work era. Not being tied down to an office 5 days a week has afforded us newfound freedom in prioritizing our work-life balance — it’s time to make the most of it. We’ve all dreamed of being able to work and live wherever we want, so let this be the year you shoot your shot. This week we have our resident world traveler, Gill, in the hot seat and she’s finally coming clean on how she’s getting away with all this travel while still killing it in the corporate world.

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Lifestyle Cailyn and Gillian Lifestyle Cailyn and Gillian

Episode 141: Teach Me How To Design A Beautiful Home On A Budget, with Design Expert and YouTuber Alexandra Gater

The highest level of adulting might just be creating a space that feels welcoming and reflects your personal style. But let’s be honest, that’s easier said than done, especially with the limitations of budgets and rental units. Our homes should be a source of comfort and inspiration — after all, our spaces have a real impact on our wellbeing. We’re on a mission to create our own personal oasis without breaking the bank, so we called in our friend, and the budget-friendly decor guru herself, Alexandra Gater.

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Relationships Cailyn and Gillian Relationships Cailyn and Gillian

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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Career Cailyn and Gillian Career Cailyn and Gillian

Episode 137: The Quickie: How to Get the Raise You Deserve

To quote our generation’s thought leader, Britney Spears: “You wanna live fancy? Party in France? You better work.” But also, you better ask for fair compensation. Just thinking about asking for a raise makes us cringe, but no one else is going to do it for us, so tits up: It’s time to start advocating for ourselves.

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Lifestyle Cailyn and Gillian Lifestyle Cailyn and Gillian

Episode 135: Asking For A Friend: How Do I Stay Safe While Traveling (And What To Do If You Get Robbed)

It’s OOO season, friends! Between bachelorette weekends, road trips, summer vacay plans, and everyone decidedly going to Italy this month, travel is top of mind this time of year. And as the saying goes, “Travel is the only thing you buy that makes you richer”...But what happens if your phone is stolen, you lose your wallet, and your identity is compromised while abroad!? #truestory

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Relationships Cailyn and Gillian Relationships Cailyn and Gillian

Episode 133: The Quickie: How To Breakup Without Being An Asshole

Breakups are generally unavoidable in life, but that doesn’t mean we’re any good at them. The stressful conversation, the guilt, the division of friendships, navigating all the emotions and aftermath… it’s not a fun time. So this week, we’re taking inspiration from our girl TSwift, the breakup queen herself, and diving deep on how to call things off, in the kindest way possible.

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Career Cailyn and Gillian Career Cailyn and Gillian

Episode 131: Asking For A Friend: How Can I Be An Amazing Manager

Being a manager isn’t easy. (Seriously, just ask Mary Fitzgerald.) Leading a whole team of diverse humans with varying needs and goals can feel super overwhelming. So how do you confidently step into a management role and show others that you've got it figured out, even when you’re drowning in impostor syndrome? We got you.

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Wellness Cailyn and Gillian Wellness Cailyn and Gillian

Episode 129: Teach Me How To Get The Fuck To Sleep, with Sleep Expert Alanna McGinn

The more adulting we do, the more we realize how essential getting good quality sleep is to literally every aspect of our lives. From our physical health to our mood and mindset, sleep is the key to solving a whole lot of our problems. We’re sick of burning the candle at both ends and tossing and turning each night, and we’re not alone: the past few decades have seen a downward trend in the quality and quantity of sleep that people are getting. So… let’s talk about sleep, baby!

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Lifestyle, Finance Cailyn and Gillian Lifestyle, Finance Cailyn and Gillian

Episode 127: The Quickie: How To Eat Nutritiously On A Budget

Apparently, a big part of adulting is learning how to feed yourself, but with all the expensive health foods and skyrocketing grocery prices, eating well can feel financially overwhelming. So this week we’re talking about how to balance our nutrition without breaking the bank, because if we’ve learned anything on our wellness journeys, it’s that there is no one-size-fits-all solution for healthy eating and finding what works for your body can have a huge impact on how you feel.

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Relationships Cailyn and Gillian Relationships Cailyn and Gillian

Episode 125: Teach Me How To Have Difficult Conversations | Part 2, with Anna Sale, Host of Death, Sex & Money

We’re back with more of our conversation on hard conversations with the fabulous Anna Sale. This week we’re leaving our comfort zones behind and learning how to confront our mess head-on, for the good of our relationships and our sanity. From finances to family dynamics and grief, we’re getting all the tips on how to approach the most hush-hush topics and have the courage to admit when the status quo isn't good enough anymore.

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Relationships Cailyn and Gillian Relationships Cailyn and Gillian

Episode 123: Teach Me How To Have Difficult Conversations | Part 1, with Anna Sale, Host of Death, Sex & Money

Calling all our non-confrontational queens, this one’s for you! If you’ve ever avoided or put off a difficult conversation (you know the one), you’re not alone. We all struggle with confronting tough issues head-on in fear of being judged, shamed or rejected for expressing how we feel. But here's the thing – shying away from the hard, messy stuff means that we're leaving key parts of ourselves out of our most important relationships. So, it's time to learn how to navigate tough talks with confidence and grace!

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Lifestyle Cailyn and Gillian Lifestyle Cailyn and Gillian

Episode 121: Asking For A Friend: How Can I Prepare For Labour And What’s Childbirth Really Like

Unlike labour, this week’s Asking For A Friend episode is a quickie and we’re getting real on giving birth! From birth plans to hospital bags, labour pains to pelvic floor prep, we’ve got TMHTA’s resident mom, Cailyn, in the hot seat to get all the juicy details on the highs and lows of creating life.

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