whywithcai

whywithcai

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On a mission to help you feel less alone in the world as you're navigating relationships and breakups.

šŸŽˆHelping you feel less alone in the world, as you navigate heartbreak, love, or relationships

šŸ“Toronto, Canada

šŸ’Œ Partnerships: [email protected]

šŸ‘‰ ORDER MY BOOK: whywithcai.com

Photos from whywithcai's post 10/02/2026

I’m still beaming from the The Word On The Street Toronto turnout this past weekend! Thank you to everyone who stopped by, interacted with the installation, looked through my book, got a copy of my book, and chatted with me.

I’ve been running this installation for two years now, and time and time again I’m reminded of how powerful it is.

Here’s to many more!

Stay tuned for announcements about my upcoming live storytelling event in Toronto happening on November 21st :)

09/30/2026

I spent this past weekend sharing my book and mission at the The Word On The Street Toronto festival, and honestly, this was the most incredible outcomes I have ever had as a vendor.

Thousands of lovely humans stopped to read and reflect on heartbreak, grab a copy of my book, and learn about why I do what I do. Some of them even recognized me from social media and/or previous events - how cool is that?!

Nearly 5 years ago I went through a breakup that destroyed my self-esteem and made me question how I would ever fall in love again.

5 years later I’m on a continued mission of helping heartbroken people feel less alone. I have one of the coolest jobs in the world, and I’m so damn proud of it.

P.S, I’m running a live storytelling event about heartbreak on November 21st. More info coming soon šŸ‘€

09/24/2026

my girlfriend and I have never had a fight. and no, we aren’t hiding things from one another, we just talk about things as soon as they happen, before it becomes bigger than it has to be!

šŸŖnot sponsoredšŸŖ

thank you MadeGood Canada for sending me so many great snacks! A perfect addition to Episode 7 of Snacks and Chats!

09/24/2026

I used to think I would never find love again, because honestly, it was hard to believe that I would ever be able to fall in love with someone else. But guess what?

Not only did I fall in love again, I found love that is greater than anything I knew could be possible 🄹

So let this be a reminder that you CAN fall in love again. You deserve healthy, caring, fun, reciprocated, gentle, calm, and beautiful love! And I truly believe it’s out there for you, so please don’t settle for less than you deserve.

09/22/2026

Have you ever fallen in love with a friend? I wrote a poem about it.

09/21/2026

When life feels really overwhelming for me, I start spiralling into believing I’m the only one having a hard time. These past few years, I’ve been trying to speak up more about my hardships to remind others they’re not alone. And now, you can do that too!

CAMH Foundation recently launched Hope Notes - a simple (but effective) way of reminding someone facing mental illness or addiction that they’re not alone.

Head over to the link in my bio to send a hope note todayĀ šŸ’›

09/18/2026

I’m lucky to call you my partner. I’m lucky to live this life being in love with you.

09/15/2026

I wonder what would happen if I told you that I love you? Though I’m afraid of admitting it because I’m scared you’ll reject me.

Photos from whywithcai's post 09/13/2026

First three events are all FREE to attend! Every time I think I’m finally going to have more time on my hands, whywithcai gets busy again, but I guess that’s a good problem to have šŸ˜…

Here’s a list of some of my upcoming events!

September 20th: INDIGO at Indigo Hillcrest

September 26th + 27th: WORD ON THE STREET (The Word On The Street Toronto)

October 3rd: NUIT BLANCHE (nuitblancheto) at Wychwood Barns

November 21st: MY FIRST LIVE STORYTELLING EVENT called Letters to Your Ex - Stories Out Loud. I’m running this with the support of Storytelling Toronto

I’m SO EXCITED! I hope to see you there!

09/11/2026

but maybe missing you isn’t such a bad thing?

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Toronto, ON

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