Wellness Cailyn and Gillian Wellness Cailyn and Gillian

Episode 72: Teach Me How To Love My Body And Cultivate Confidence, with Roxy Earle | Summer Rewind

For the rest of the summer, we’re doing a Summer Rewind, re-releasing some of our must-listen episodes as we ramp up to the launch of season two. See you in September friends!

Summer can be a very triggering time for a lot of people when it comes to body image and insecurities. We polled you guys on Instagram about how you’re feeling in terms of confidence and self-acceptance, and we learned that we’re definitely not alone in this feeling. 76% of you said that summer triggers your insecurities, while 77% of you are feeling anxious about re-emerging from lockdowns with all the physical and mental changes we’ve undergone. 91% of you said that you struggle with negative self-talk, and we feel you...we can all be our own worst critics and bullies.



For the rest of the summer, we’re doing a Summer Rewind, re-releasing some of our must-listen episodes as we ramp up to the launch of season two. See you in September friends!

Summer can be a very triggering time for a lot of people when it comes to body image and insecurities. We polled you guys on Instagram about how you’re feeling in terms of confidence and self-acceptance, and we learned that we’re definitely not alone in this feeling. 76% of you said that summer triggers your insecurities, while 77% of you are feeling anxious about re-emerging from lockdowns with all the physical and mental changes we’ve undergone. 91% of you said that you struggle with negative self-talk, and we feel you...we can all be our own worst critics and bullies.

That’s why we called in body positivity activist and the Queen of confidence, Roxy Earle. We’re on a mission to help everyone (including ourselves) positively develop the single most important relationship we’ll ever have — our relationship with ourselves. And that requires unconditional self-love, compassion, gratitude and some helpful tools to get us out of negative spirals when we’re struggling with our self-esteem or body image.

Roxy is a former marketing professional turned model, entrepreneur, body positivity activist and a star on Real Housewives of Toronto. She started the #MySizeRox movement, which advocates that confidence comes in all shapes and sizes. She’s worked with brands like Knix, H&M, Le Chateau and Joe Fresh to bring more inclusive sizing and styles to their stores, and is launching the Ana App, which is a tool to increase positivity & confidence while also optimizing your health.

Join us as we chat about:

  • Gill’s mindset shift for dealing with negative spirals, finding pride and respect in herself, and abandoning clothing sizes

  • Cailyn’s newfound outlook on self-love & body image as a soon-to-be mom

  • The moment that inspired Roxy to start the #MySizeRoxs movement

  • How confidence became her secret sauce and how to cultivate it (hint: it’s not genetic, it’s accountability!)

  • Roxy’s tips for practicing positive self-talk and self-love daily

  • Why Roxy is advocating for inclusivity and representation in the fashion industry

  • How a gratitude practice can help you combat insecurities and change your life

  • Why filters and body contouring apps are unattainable, exhausting and quite honestly...boring!

  • The mindset shift to have a healthier relationship with your body

  • The importance of practicing and modelling self-love as a parent

  • The #1 tip for looking and feeling your best in photos

    We hope this episode inspires you to wear the damn shorts this summer and to start loving yourself unconditionally. You deserve it. And if you need any support on your self-love journey, we’re here for 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


Related Episodes:

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Episode 62: How To Have More Energy

Let’s face it… life is exhausting, but that doesn’t stop the sun from rising every morning so it’s time we figured out how to hack the system and stay energized!

This week’s quickie is all about fighting fatigue and finding more energy so we can get sh*t done. So get caffeinated because we’re covering everything from the basics we’ve been known to ignore (has anyone ever slept for 8 hours?) to new tricks backed by the pros (hot tip: have more sex).



Let’s face it… life is exhausting, but that doesn’t stop the sun from rising every morning so it’s time we figured out how to hack the system and stay energized! 

This week’s quickie is all about fighting fatigue and finding more energy so we can get sh*t done. So get caffeinated because we’re covering everything from the basics we’ve been known to ignore (has anyone ever slept for 8 hours?) to new tricks backed by the pros (hot tip: have more sex).

Join us as we chat about:

  • Why hydration is key

  • Using sunlight to our advantage

  • The surprising effect of spending time in nature

  • Micro-exercises and how they can help us

  • The impact of surrounding yourself with good energy

  • How sex effects our mental wellbeing

  • The perks of microdosing caffeine

We hope this episode helps boost your energy so you can do allll of the things!


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


Related Episodes:

Read More
Relationships Cailyn and Gillian Relationships Cailyn and Gillian

Episode 61: We Turned Two! Our Biggest Life Lessons Learned

If you’re fresh out of a breakup and are feeling alllll of the feels, this one's for you. Navigating a breakup is never easy, but you’re far from alone. A study last year showed 25% of Canadians between the ages of 18-24 split up during the pandemic, and 5 million Canadians have experienced a recent breakup.

Experts say it can take 6-8 weeks to get over the initial intensity of heartbreak, but with a lack of access during lockdowns to the normal stuff we do to get over our exes, and an ongoing mental health crisis, the “getting over it” part has been hard lately. That leaves us with the inner work we have to do: Finding out who we are again, rewriting our narratives, filling that void, and loving ourselves first.

We called in breakup expert Lindsey Ellison to help us fall in love with our life again and manifest the dream partner that we deserve. Because when you can feel happy on your own, you're raising the bar for the next partner you bring into your life.



It’s Teach Me How To Adult’s two year anniversary and to celebrate, we’re switching things up a little! We have learned, and changed, so much since starting this podcast so this week we’re reminiscing and reflecting on some of the best advice from the experts we’ve interviewed.

From managing money and navigating friendships to improving our wellbeing and learning to love ourselves, this week’s quickie is an essential rundown of the lessons that have truly changed our lives.

Listen to our chat to learn more about:

  • Our quick takeaways on investing, negotiation and working out 

  • The importance of friendships throughout different stages of life 

  • How to hack your mindset to improve your life

  • The transformative power of finding confidence and self-love

Thank you so much for supporting us! ​​We’d love to know what your biggest takeaway from the podcast has been.


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


Related Episodes:

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

Episode 40: How To Love Yourself More

If you have an idea that you can’t stop dreaming about, this week’s episode is the inspo you need. We chat with Ashley Freeborn, the founder and CEO of the renowned fashion brand Smash + Tess, about all things brand building, entrepreneurship, using fear to fuel your fire, and tapping your network to help get your idea off the ground.

You’ve probably seen people rocking Ashley’s rompers on instagram, or heard about her epic collabs with Jillian Harris, Sarah Landry of The Birds Papaya and Hilary Duff, just to name a few. Her brand started the #romperrevolution but here’s why we honed in on Smash + Tess for today’s episode: Ashley isn’t a serial entrepreneur or longtime business or fashion mogul, she just had an idea to fill a gap in the market, and made her dream a huge reality. What she created is so much more than a clothing company, it’s a community, a lifestyle and an inclusive brand that empowers women to live their best lives.


This episode is brought to you by Dove


Roxy Earle

Vaxxed girl summer is in full swing, and there’s so much good energy and hope again! But summer can also be a very triggering time for a lot of people when it comes to body image and insecurities. We polled you guys on Instagram about how you’re feeling in terms of confidence and self-acceptance, and we learned that we’re definitely not alone in this feeling. 76% of you said that summer triggers your insecurities, while 77% of you are feeling anxious about re-emerging from lockdowns with all the physical and mental changes we’ve undergone. 91% of you said that you struggle with negative self-talk, and we feel you...we can all be our own worst critics and bullies.

That’s why we called in body positivity activist and the Queen of confidence, Roxy Earle. We’re on a mission to help everyone (including ourselves) positively develop the single most important relationship we’ll ever have — our relationship with ourselves. And that requires unconditional self-love, compassion, gratitude and some helpful tools to get us out of negative spirals when we’re struggling with our self-esteem or body image. 

Roxy is a former marketing professional turned model, entrepreneur, body positivity activist and a star on Real Housewives of Toronto. She started the #MySizeRox movement, which advocates that confidence comes in all shapes and sizes. She’s worked with brands like Knix, H&M, Le Chateau and Joe Fresh to bring more inclusive sizing and styles to their stores, and is launching the Ana App, which is a tool to increase positivity & confidence while also optimizing your health. 

Tune in as we chat about:

  • Gill’s mindset shift for dealing with negative spirals, finding pride and respect in herself, and abandoning clothing sizes

  • Cailyn’s newfound outlook on self-love & body image as a soon-to-be mom

  • The moment that inspired Roxy to start the #MySizeRoxs movement

  • How confidence became her secret sauce and how to cultivate it (hint: it’s not genetic, it’s accountability!)

  • Roxy’s tips for practicing positive self-talk and self-love daily

  • Why Roxy is advocating for inclusivity and representation in the fashion industry

  • How a gratitude practice can help you combat insecurities and change your life

  • Why filters and body contouring apps are unattainable, exhausting and quite honestly...boring!

  • The mindset shift to have a healthier relationship with your body

  • The importance of practicing and modelling self-love as a parent

  • The #1 tip for looking and feeling your best in photos

We hope this episode inspires you to wear the damn shorts this summer and to start loving yourself unconditionally. You deserve it. And if you need any support on your self-love journey, we’re here for you.


Follow Roxy:

@luxuriousroxy

Get the Ana App (coming soon): 

instagram.com/theanaapp/


This episode is brought to you by Dove. Visit teachmehowtoadult.ca/dove for details on how to try a free sample of their Deep Moisture Hand Sanitizer that we can’t stop raving about!


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


Related Episodes:

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