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.



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. 

ICYMI, passive income is the set-it-and-forget-it of money-making. We’re not talking about taking on a part-time job or side hustle — this is all about leveraging your existing skills, assets and money to your advantage. Because who doesn’t want to make money while we sleep? We’re not the experts, so we’re throwing it back to some fire investing and passive income strategies we got from finance pros Nicole Victoria and Jessica Moorhouse.

Tune in to learn more about: 

  • Leveraging your skills/influence to make $$ with digital products and affiliate marketing

  • Why we love Amazon Associates and LIKEtoKNOW.it 

  • Leveraging unused assets like parking spaces, storage lockers, or cars 

  • The benefits of being an Airbnb host 

  • Investing 101: creating a diverse portfolio and common investments to consider  

  • Why you should invest in high dividend stocks 

  • Getting in on the real estate market with Real Estate Investment Trusts (REITs) 

You work hard for your money, so let’s make it work even harder for you.

PS: If you’ve been toying with the idea of launching a podcast but aren’t sure where to start or how to grow, check our consulting services at teachmehowtoadult.ca/howtopodcast!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@yunggillianaire


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Episode 154: How To Stand Out In A Job Interview With Two Easy Steps

Almost everyone we know is interviewing for a new job right now. Lay-offs are rampant, job dissatisfaction is at an all-time high, and the application process has gotten OUT OF CONTROL with so many rounds of interviews and case studies. In a sea of applicants, how do you stand apart?



Almost everyone we know is interviewing for a new job right now. Lay-offs are rampant, job dissatisfaction is at an all-time high, and the application process has gotten OUT OF CONTROL with so many rounds of interviews and case studies. In a sea of applicants, how do you stand apart? 

How do you show up with confidence, in the driver’s seat, and with experiences you can use to answer ANY question? We’ve done our fair share of job interviews, and wanted to share our most successful tips for standing out in the process. 

Join us as we chat about:

  • How to stay in control of any job interview 

  • The importance of asking about the hiring process

  • Practicing examples to leverage for any question 

  • Why you should come with a list of questions

  • The key questions and suggestions to impress your interviewer 

We hope this episode helps prepare you to crush your next job interview — you’ve got this!

PS: If you’ve been toying with the idea of launching a podcast but aren’t sure where to start or how to grow, check our consulting services at teachmehowtoadult.ca/howtopodcast!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@yunggillianaire


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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.



Raise your hand if you’ve been feeling a little overwhelmed with all of life’s responsibilities lately. Our inboxes are always full, and our social feeds are always filled with everyone’s nonstop accomplishments. We're in a perpetual juggling act between work, parenting, relationships, and our health (the latter of which usually gets bumped to the back burner).

There’s always more to do and less time to do it in. These girlies are tired. So this week we’re saying goodbye to hustle culture, getting to the bottom of all this burnout, and re-learning how to prioritize our wellbeing.

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.

Chloe is a reporter, TV host on Canada’s #1 Entertainment show, ETALK,  and founder of the Healthy Is Hot app and podcast She has interviewed some of the biggest names in entertainment, from Meryl Streep and Robert Downey Jr., to Kate Winslet and Zac Efron. She’s an advocate for health and wellness, and launched her own online community, Healthy Is Hot, for open conversations on difficult health-related topics and coaching tips for living your best life.

The Healthy is Hot brand has expanded into a Podcast, Crave Original Series, and an App – where Chloe offers her education and training as a Health and Life Coach in a self-guided app to support busy women as they learn to prioritize themselves.

Join us as we chat about:

  • Chloe’s experience with burnout and her personal wellness journey

  • What fuels our burnout and overwhelm

  • Why taking care of yourself should be a non-negotiable

  • Chloe’s top (and totally realistic) wellness practices

  • The importance of having good sleep hygiene 

  • Rethinking what productivity *actually* looks like

  • Setting boundaries at work so you can be your best self

We hope you’re taking care of yourselves and that this episode helps get you back to feeling like the powerhouse you are!

PS: If you’ve been toying with the idea of launching a podcast but aren’t sure where to start or how to grow, check our consulting services at teachmehowtoadult.ca/howtopodcast.


Follow Chloe:

@thechloewilde
Try the HIH App free for 30 days!
Listen to the
Healthy Is Hot Podcast


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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Episode 150: The Quickie: How To Redefine Success And Find Your Own Path To Fulfillment

The summer of girlhood is thriving: Barbie broke a billion. Taylor Swift is stabilizing the economy. We’re doing all the things, and we’ve proven we can do it all. But should we actually have to? The #hustleculture girlboss era is mellowing out and honestly, we aren’t sad to see it go.



The summer of girlhood is thriving: Barbie broke a billion. Taylor Swift is stabilizing the economy. We’re doing all the things, and we’ve proven we can do it all. But should we actually have to? The #hustleculture girlboss era is mellowing out and honestly, we aren’t sad to see it go.

What was sold to us under the guise of empowerment has become just another benchmark no one can live up to, so it’s time we start redefining success for ourselves. Too often we see success as a zero sum game; we want a prolific career, a healthy balanced life, a happy family and a fulfilling social life, all while comparing ourselves against someone who seems to be doing it better, and it’s impossible to keep up.

There’s more than one way to succeed, and it doesn’t need to be the marriage-house-baby-corporate promotion-trajectory. We’re officially letting go of those tired narratives and rewriting the script on success, because these Barbies have had enough!

Join us as we chat about:

  • Less girlbossing, more balance

  • Dismantling societal definitions of success we’ve been taught

  • Pinpointing our values and passions

  • Learning to embrace our own unique journey

  • Celebrating nontraditional milestones and others’ successes

  • Redefining failure and cultivating a growth mindset

  • How visualization fits in

  • Self-auditing your life

  • The importance of avoiding comparison

PS: If you’ve been toying with the idea of launching a podcast but aren’t sure where to start or how to grow, check our consulting services at teachmehowtoadult.ca/howtopodcast!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

So this week we’re pulling back the curtain on the fourth trimester and first year with your new human, cause when shit is hitting the fan, it’s good to know you’re not alone.

And believe it or not, we kind of *are* the experts on this! Cailyn is in the hot seat to give us her hard-earned wisdom after her first year as a new mom. Tune in as she spills the tea on all the highs and lows, from physical healing and mental health, to sleep cycles and relationship changes.

Join us as we chat about:

  • What’s going on down below after childbirth?

  • What’s the deal with sleep?

  • Hormones and your mental health  

  • Cailyn’s top advice for new moms

  • How your relationships and marriage are affected

  • Cailyn’s biggest surprises in year one 

Mentioned in this episode:

PS: If you’ve been toying with the idea of launching a podcast but aren’t sure where to start or how to grow, check our consulting services at teachmehowtoadult.ca/howtopodcast!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

Millennials and Gen-Zs have been dubbed the most anxious generations in history, and it’s no surprise considering the increasingly globalized age of social media, 24/7 bad news cycles, and economic issues we face. So what can we do about it?

We called in licensed clinical psychologist, Dr. Lauren Cook, to give us some easy, actionable steps to help positively navigate our anxiety, rather than ignoring or fighting against it. From identifying the impacts and triggers of anxiety to breaking down the gut-brain connection, Lauren lays out the real, evidence-backed ways to manage our chaotic minds.

Dr. Lauren Cook is a therapist, consultant, speaker, author and founder of Heartship Psychological Services. Specializing in anxiety, she helps individuals and couples work through generalized anxiety, phobias, social anxiety, OCD, and more. She has a podcast called The Boardroom Brain, and has written three books, including the forthcoming “Generation Anxiety: A Millennial and Gen Z Guide to Staying Afloat in an Uncertain World”. 

You might’ve seen her on TikTok where she spreads approachable mental health advice to her hundreds of thousands of followers, or in her features on The New York Times, Forbes, NBC, and Psychology Today. 

Tune in as we chat about:

  • What’s causing the increased rates of anxiety in Millennials and Gen-Z’s

  • The hidden impacts of anxiety in our relationships, jobs, and interactions

  • The most prevalent categories of anxiety and the rise of social anxiety 

  • The gut-brain connection and how nutrition impacts mental health

  • How to cope with and communicate anxiety triggers

  • How to self-soothe when we’re spiralling 

  • The best ways to show up for loved ones struggling with their mental health

  • Is anxiety and control to blame for our procrastination and isolation?

  • The importance of “empowered acceptance”

  • Healthy ways to challenge our fears

We hope this episode helps you manage your anxiety and work with your body and mind to feel your best.

Follow Dr. Lauren:

@dr.laurencook

Drlaurencook.com

Pre-Order Generation Anxiety: A Millennial and Gen Z Guide to Staying Afloat in an Uncertain World


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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!



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! 

Giving and receiving emotional support is essential for us to thrive, and it’s okay to not be okay! So this week we’re getting personal about our own struggles and share some helpful tips on how we can all channel our inner Brené Brown. 

Join us as we chat about:

  • Cailyn’s struggle with feeling disconnected and overwhelmed

  • What holds us back from admitting when we’re not ok

  • Why validation is so important

  • Going to the right person for help

  • How vulnerability strengthens connections

  • Being direct about what you need

  • Why admitting that you’re not okay isn’t a burden to others

  • Letting your friends and family show up for you

  • Emphasizing validation over problem-solving

  • How self-acceptance can free you

We hope this episode inspires you to ask for help when you need it and show up better for the people who might need you!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

Grab a seat, book a plane ticket and buckle in because we’re about to become digital nomads!

Join us as we chat about:

  • The rise of workcations and why you should take one

  • How to choose your travel destinations

  • Navigating work in different timezones

  • Budgeting for your time working abroad 

  • Setting expectations and communicating at work

  • All the logistics you didn’t know you needed

  • How to make the most of balancing work and travel

We hope this episode helps you make your travel dreams a reality!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

Alexandra is a stylist and home decor expert who specializes in accessible home decor advice for renters and anyone working with a smaller budget. She started her design career as the home editor for Chatelaine Magazine, where she launched the popular YouTube series, The Home Primp. She’s since hosted the HGTV series Buy or DIY, and her work has appeared in brands like Apartment Therapy, Domino Magazine, Architectural Digest, The Rachel Ray Show, and the Global Morning Show. She just launched her STUNNING book Own Your Space, which offers room-by-room decorating tips for renters and homeowners. 

Join us as we chat about:

  • Alexandra’s journey to becoming a design legend

  • The easiest, most budget-friendly ways to make a big impact

  • How to figure out your personal design aesthetic

  • Alexandra’s go-to products to spruce up a space

  • Advice for renters on making big changes and navigating landlords

  • Easy and temporary DIYs to try

  • Choosing unique and affordable art

  • Dealing with differing design styles with your partner

We hope this episode inspires you to make your home your own, because you deserve the space of your dreams!

Follow Alexandra:

youtube.com/@AlexandraGater

@alexandragater

Buy Alexandra's book: Own Your Space

Mentioned in this episode:

Ikea Couch Covers

Peel &  Stick Floor Tile

Peel & Stick Backsplash Subway Tile

Peel & Stick Backsplash Hexagon Tile


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

If we’ve learned anything along our adulting journey, it’s that friendships are crucial to our mental and physical wellbeing. So this week, we’re learning how to prioritize the most underrated of our relationships, how to make new ones, and  why it’s so damn hard to maintain friends as an adult. 

We’re not the experts, so we called in Dr. Miriam Kirmayer. Having spent over a decade researching the science of friendship and helping people live more connected lives, Dr. Miriam is a clinical psychologist, writer, speaker, and leading expert on friendship and social connection. She’s appeared on some of our favourite media outlets, from Call Her Daddy to Vogue and The New York Times.

She sits on the Mental Health Advisory Committee for Wondermind, a media company co-founded by Selena Gomez, and is a member of The GenWell Project, a human connection movement. She also has a private practice and is one of the first and only licensed clinical psychologists to specialize in friendship therapy!

Join us as we chat about:

  • Why our friendships dwindle as we age

  • Dr. Miriam’s best tips for making new friends

  • Overcoming the fear of rejection 

  • How many hours it actually takes to establish a true friendship

  • How our attachment styles affect our friendships

  • Adapting to new life stages and navigating changing relationships

  • Why one friend can’t check every box

  • How to prioritize friendships (and why it’s good for your health!)

  • Advice on letting go of friendships that have run their course

We hope this episode helps you feel less alone and inspires you to get back into the friendship market. Remember, you’ve always got a friend in us!

Follow Dr. Miriam:

miriamkirmayer.com

@miriamkirmayer


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

The good news is, most managers and companies want to keep their employees happy, so this week we’re spilling the tea on everything you need to set yourself up for success. From shifting our mindset, tracking performance, and the scripts to use for your conversation, this is the official guide to getting a raise!

Join us as we chat about:

  • Unlearning imposter syndrome

  • How to tell if you’re being compensated fairly

  • Tracking your wins and collecting your performance receipts 

  • When to broach the conversation with your boss

  • Leveraging competitive opportunities 

  • Perfecting your pitch

  • Making the most of development opportunities

  • What you can negotiate in addition to your salary

We hope this helps you find the courage to confidently ask for what you deserve!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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



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

In this week’s Asking For A Friend, our resident travel expert, Gill, is in the hot seat to drop some hard-earned lessons on how to stay safe while traveling (especially as a solo traveler), and to share her first-hand experience with what to do if you get robbed abroad.

Tune in as we chat about:

  • Prioritizing safe areas to say

  • Why you should *always* turn on Find My iPhone and share your location with family/friends

  • Keeping important itinerary details with you at all times

  • Safe transportation tips while traveling

  • What happened when Gill got mugged abroad, and everything she learned from it

  • The stuff you should actually pack to keep you safe

  • How to avoid losing your belongings

  • Protecting your personal data & banking info while traveling

  • The power of trusting your gut

At the end of the day, fear should never hold you back from traveling and experiencing this beautiful planet. With proper preparation and staying smart and aware, the world is truly your oyster.

If you have any other burning questions for us and want to get us in the hot seat DM us or send us an email at contact@teachmehowtoadult.ca and we’ll dive into it in an upcoming Asking For A Friend! 

Big thank you to Telus Online Security for sponsoring this episode. You can learn more and check out their plans at Telus.com/online-security.


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

The key to a healthy breakup (or a conscious uncoupling, a la Gwenyth) is honesty and accountability. No two relationships or breakups are the same, but the modern era of dating has seen a rise in general assholery when it comes to ghosting and ending relationships. So whether you’re trying to end a casual situationship, a long term relationship, or something in between, tune in for tips on how to lead with compassion and break up with grace.

Join us as we chat about:

  • The era of ghosting and dating douchebaggery 

  • What to consider before broaching the conversation

  • How to be honest, without being cruel

  • Constructive criticism and “I” statements

  • Getting real with yourself about the actual reason for the breakup, and the role you played

  • Avoiding a prolonged breakup

  • Co-creating your conscious uncoupling, and setting expectations 

  • Breakup sex?!?!

  • Answering the age-old debate: Can you stay friends?


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

This week, Cailyn’s jumping into the hot seat as TMHTA's resident people manager to spill the tea on how to be a killer boss, whether you're a first-timer or leading a brand-new team. 

So if you’re looking to avoid an Oppenheim Group situation on your team (just steer clear of brokers opens!), tune in as we chat about:

  • Dealing with imposter syndrome as a first-time manager

  • Setting mutual expectations with your team

  • Why it’s essential to delegate as a manager

  • The key to helping your team thrive

  • How to give constructive feedback 

  • Tips for dealing with conflict among employees 

  • Finding a mentor or coach to guide you


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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!



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! 

We’re clearly not the experts on this (read sleep-deprived), so we called in Alanna McGinn. Alanna is the founder and lead sleep expert at Good Night Sleep Site, host of the ‘This Girl Loves Sleep’ podcast and author of ‘This Baby Loves Sleep’. Alanna and her team of sleep consultants are certified through The Family Sleep Institute and have helped thousands of families around the world overcome their sleep challenges and establish healthy nighttime habits. Alanna is the resident sleep expert for publications like Forbes, Maclean’s and Today’s Parent, and the media sleep expert on Cityline, Breakfast Television, CBC Radio, and more. 

Join us as we chat about:

  • The mental and physical impact of sleep deprivation

  • Creating a routine that supports healthy sleep

  • Why your morning wakeup is the most important factor to good sleep

  • How to figure out the amount of sleep we really need

  • Tricks to optimize our sleep cycles and REM sleep 

  • Realtalk on magnesium and natural remedies 

  • How to catch up after an all-nighter and adjust to new timezones 

  • Can we keep napping???

  • The power of the napuccino 

We hope this episode helps you create healthy sleep habits so you can get the quality sleep you deserve!

Follow Alanna:

goodnightsleepsite.com
@gnsleepsite
@alanna.mcginn


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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. 

Whatever your health goals are, we should all aspire to a solid balance of protein, healthy fats, and fibre at every meal—and it doesn’t have to cost your whole paycheck. Join us as we get back to the basics on a budget!

Tune in as we chat about:

  • Myth-busting expensive health foods

  • The healthy changes Gill and Cailyn have made

  • Easy ways to keep costs down with meal-planning

  • How to hack your grocery shopping 

  • Getting the most out of what you make

  • The benefits of growing your own food

We hope this episode inspires you to keep that wallet and booty thick on your pursuit of healthy eating! Special thanks to Clover Leaf Flavoured Tuna for sponsoring today’s episode. Check out cloverleaf.ca for delicious and easy recipe ideas.


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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.

Anna is the creator and host of WNYC studios’ wildly popular and award-winning Death, Sex, & Money podcast, where she's been doing interviews about "the things we think about a lot and need to talk about more" since 2014. 

The New York Times dubbed her “a therapist at happy hour”, and we could not agree more. Anna and her guests have direct thought-provoking conversations about the topics we’re often too squeamish, polite, or nervous to bring up. She’s the author of Let’s Talk About Hard Things, where she dives into death, sex, money, family, and identity. 

Join us as we dive into:

  • Why money feels so taboo to talk about

  • How to navigate financial differences with friends and family

  • Addressing family conflict in a constructive way

  • Knowing when it’s time to take a break from someone

  • How to support someone who is dealing with grief

We hope this episode reminds you that you can do hard things!

Listen to part 1 of our conversation with Anna here!


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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!



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!

Thankfully we called in someone who has literally written the book on hard conversations, Anna Sale. Anna is the creator and host of WNYC studios’ wildly popular and award-winning Death, Sex, & Money podcast, where she's been doing interviews about "the things we think about a lot and need to talk about more" since 2014. 

The New York Times dubbed her “a therapist at happy hour”, and we could not agree more. Anna and her guests have direct thought-provoking conversations about the topics we’re often too squeamish, polite, or nervous to bring up. She’s the author of Let’s Talk About Hard Things, where she dives into death, sex, money, family, and identity. 

Join us for a deep convo about: 

  • Why tough conversations are so necessary

  • What really holds us back from talking about difficult or taboo topics

  • The anatomy of a productive, hard conversation (and how to prepare for it)

  • Why good conversations don’t always lead to tidy resolutions

  • Why hard conversations with family can be so much more difficult

  • Advice for avoidant and anxious people to get better at direct communication

  • Anna’s take on radical honesty and the use of fibbing in relationships

  • How to “pick your battles” and decide when a big discussion is warranted

Be sure to tune in next week for part 2 of our chat! 

We hope this episode helps you have the honest, hard conversations that can help us connect more deeply. 


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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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.



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.

As the saying goes, “You don’t know until you know,” and that’s especially true in the case of labour and delivery. Birth, like so much of life, rarely goes the way we plan, but being prepared mentally and physically can help lessen anxiety and stress on your big day. There are a lot of opinions on what the ‘best’ way to give birth is, but at the end of the day, getting mom and baby through it safely is the only thing that matters...so do you boo! 

Tune in as we chat about:

  • Coping with anxiety about going into labour

  • Telling your partner/support team what you need 

  • How strengthening your pelvic floor can help during labour

  • Advocating for yourself in the delivery room

  • Making a birth plan, but keeping an open mind

  • Meditation and breathwork apps to help you through contractions

  • Cailyn's experience getting an epidural 

  • Hospital bag essentials you'll want to have

  • The scoop on poop during childbirth

  • The healing process post-delivery

If you have any burning questions for us and you want to get us in the hotseat, DM or email us your Qs at contact@teachmehowtoadult.ca and we’ll dive into them in an upcoming Asking For A Friend. 


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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Episode 119: How To Make Sustainable And Eco-Friendly Changes (That Are Actually Doable), with Julia Grieve

Tbh, it can be overwhelming trying to be more environmentally conscious with all the things we're “supposed” to be doing. Between recycling, conserving water, composting, and reducing waste, it feels like we're just not doing enough. But here’s the thing: it’s less about being the perfect environmentalist and more about finding sustainable swaps that work with your lifestyle — progress over perfection!



Just in time for Earth Day, it’s the perfect time to start reevaluating our consumption habits and doing our part to protect the planet. 

Tbh, it can be overwhelming trying to be more environmentally conscious with all the things we're “supposed” to be doing. Between recycling, conserving water, composting, and reducing waste, it feels like we're just not doing enough. But here’s the thing: it’s less about being the perfect environmentalist and more about finding sustainable swaps that work with your lifestyle — progress over perfection!

So today, we’re getting the tea from the accidental environmentalist herself, Jules Grieve, for an honest, realistic and straight-up sustainable approach to how we can all live greener.

Julia is a TV personality, entrepreneur, fashion designer, former international model, and founder of the incredible Preloved, North America’s leading sustainable fashion brand that has diverted over a million sweaters from landfills. 

 She’s CityLine’s eco expert and regularly appears on Global News and in Canada’s biggest media outlets. Her mission is to show people how simple changes, over time, can have a huge impact, and she’s showing the world how we can take an eco-friendly approach to home design, health, food, fashion and lifestyle. 

Tune in as we chat about:

  • How Julia became an “accidental environmentalist” and started Preloved

  • Julia’s fave sustainable swaps that anyone can make

  • Tips for cutting out plastic and reducing your waste

  • Working towards a circular economy 

  • Ways to repair, upcycle, and thrift to extend the lifecycle of our things 

  • Hacks for cutting down on food waste (and keeping those avocados fresh!) and the truth about recycling 

  • Why its key to be mindful of your water consumption

We hope this episode helps inspire you to take small sustainable actions that will help protect this beautiful planet. 


If you have a topic you’d like us to cover or a guest you want us to interview, comment or DM us on Instagram:

@teachmehowtoadultpodcast

@cailynmichaan 

@yunggillianaire


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