Why With Cai

Why With Cai Helping you feel less alone in the world, as you navigate relationship obstacles and or a breakup.
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On a mission to help you feel less alone in the world as you're navigating relationships and breakups.

I took these photos the other day for my book “Letters to Your Ex” that I’ve been working on for the past 6 months and w...
03/08/2024

I took these photos the other day for my book “Letters to Your Ex” that I’ve been working on for the past 6 months and wouldn’t be able to create without all 20,365 of you who submitted a letter back in February! I’m still mind blown by that number. Thank you thank you thank you.

Book is coming out SO SO SO soon and will be available worldwide! Stay tuned for the pre-order day ❤️

(you can also sign up for my newsletter through the link in bio to find out when the book is ready!)

Finally developed 3 long overdue rolls of film! 🤩I was going to write a description for each photo, but to be honest, I ...
23/05/2024

Finally developed 3 long overdue rolls of film! 🤩

I was going to write a description for each photo, but to be honest, I just want these photos to live on their own with no explanation :)

In honour of hitting 150,000 followers today 🥺My friends got me this neon sign for my birthday and I finally put it up i...
31/03/2024

In honour of hitting 150,000 followers today 🥺

My friends got me this neon sign for my birthday and I finally put it up in my space today!! LOOK HOW COOL IT IS!! AHHH!!

Anyway, thank you to all 150,000 of you who decided to hit follow. I continue to be amazed at how many of you are out there supporting me on this journey, and I continue to be in awe of all the love you pour towards me and my work. Thank you! Truly.

I’m so glad I get to help you all feel a little less alone in this world ❤️

Thank you for making my younger self SO DAMN PROUD, and for making some of my wildest dreams either come true or be SO CLOSE to coming true 🥺

Here’s to 200,000!!

❤️

In honour of hitting 150,000 followers today 🥺My friends got me this neon sign for my birthday and I finally put it up i...
31/03/2024

In honour of hitting 150,000 followers today 🥺

My friends got me this neon sign for my birthday and I finally put it up in my apartment today!! LOOK HOW COOL IT IS!! AHHH!!

Anyway, thank you to all 150,000 of you who decided to hit follow. I continue to be amazed at how many of you are out there supporting me on this journey, and I continue to be in awe of all the love you pour towards me and my work. Thank you! Truly.

I’m so glad I get to help you all feel a little less alone in this world ❤️

Thank you for making my younger self SO DAMN PROUD, and for making some of my wildest dreams either come true or be SO CLOSE to coming true 🥺

Here’s to 200,000!!

❤️

Submissions are now OPEN until March 14th!🎈whywithcai.com (link in bio) Submit a letter to your ex for a chance to be fe...
14/02/2024

Submissions are now OPEN until March 14th!

🎈whywithcai.com (link in bio)

Submit a letter to your ex for a chance to be featured in the FIRST WhyWithCai book! And yes, you can stay anonymous.

If you have an ex, you have a story to tell. Regardless of whether or not you’re actively heartbroken.

And remember, an ex can be: a long term relationship, a “situationship”, an old crush, or anything in between!

❤️

14/02/2024
Join me on Valentine’s Day this year and let’s reclaim the day!💔February 14th 12AM EST: I’m launching something to help ...
09/02/2024

Join me on Valentine’s Day this year and let’s reclaim the day!

💔February 14th 12AM EST: I’m launching something to help you heal.

✨February 14th 10AM EST: I’m hosting an Insta Live Q&A.

5 MORE DAYS ❤️.

Anyway, I’ve been loving these text message posts recently, I think they’re a great way to remind you of certain things!

So on today’s post, here’s a reminder that loneliness isn’t a good enough reason to go back to someone who has repeatedly hurt and mistreated you.

⬇️Let’s Reclaim Valentine’s Day this year!💔February 14th 12AM EST: I’m launching something to help you heal.✨February 14...
07/02/2024

⬇️Let’s Reclaim Valentine’s Day this year!

💔February 14th 12AM EST: I’m launching something to help you heal.

✨February 14th 10AM EST: I’m hosting an Insta Live Q&A.

I know that you may be dreading Valentine’s Day, but my hope is that you’ll be excited for what I’m about to launch instead ❤️.

Remember that you’re not alone.

Anyway, here’s a post about one-sided love, because I know many of us have felt that before 😔 Perhaps these are texts you wish you could send?

It’s hard to highlight 2023 in only 10 photos, but I did my best.1st photo: 🙋‍♂️2nd photo: hitting 50,000 followers felt...
31/12/2023

It’s hard to highlight 2023 in only 10 photos, but I did my best.

1st photo: 🙋‍♂️

2nd photo: hitting 50,000 followers felt surreal 🥺 I pretty much spent the first 5 months of 2023 working hard on creating videos and building an audience.

3rd photo: took 1 month off of work to travel Europe. It was one of the most liberating and life changing experiences of my life.

4th photo: celebrated finishing the Canon Futures program with the most talented Canadian creators I know!

5th photo: hosted my first cozy dinner at my place, recreating old memories which was much needed :)

6th photo: ran my very first in-person event for people going through heartbreaks!!! ❤️

7th photo: flew to L.A to film and be a part of ’s wedding 🎈

8th photo: had my very first giveaway campaign collaboration with ❤️

9th photo: celebrated my birthday, recreating old memories and spending time with people who mean a lot to me ☺️

10th photo: hit 100,000 followers and got the sweetest surprise at work with a cake 🥺

2023 was all about finally achieving things I always dreamed of doing. 2024 will be all about continuing to making younger Cai proud 🥺

Happy New Year!! Thank you for being a part of my journey ❤️

100K. 100,000. One Hundred Thousand.This is as much of a celebration for me as it is for you. WhyWithCai’s mission has a...
26/12/2023

100K. 100,000. One Hundred Thousand.

This is as much of a celebration for me as it is for you. WhyWithCai’s mission has always been to make you feel less alone in the world, and today is a reminder that there are 100,000 people out there who share similar struggles in life as you.

2 years ago today I was bawling my eyes out going through a really rough breakup, and here I am now celebrating 100,000 followers on an account I created to help people go through their relationships and heartbreaks. Life is really a wild ride.

With that being said, thank you for being here. Thank you for your continuous love and support. Thank you for making all my hard work SO worth it. Thank you for helping me do what my younger self could only ever imagine doing. Thank you for helping me be on the path towards my wildest dreams.

I’m so excited for what’s to come! I’m so grateful for you all. And dare I say, I’m so proud of myself 🥺

I’m going to end this off with a gentle reminder that you’re not alone and I believe in you.

Thank you again ❤️

- Cai.

On December 15th I turned 25 🫣And as I look back and reflect, I honestly feel like I am finally truly happy on my own. I...
17/12/2023

On December 15th I turned 25 🫣

And as I look back and reflect, I honestly feel like I am finally truly happy on my own. I am finally truly happy with my life. I finally feel stable. Life is exciting!

It wasn’t easy getting here, but I’m grateful that I kept going even when things felt impossible.

So here are some photos from this past weekend where I got to celebrate my birthday recreating old memories, eating my favourite cuisines, and spending time with friends who I am so grateful for ❤️

And as for you who is reading this post, thank you for being part of WhyWithCai. Without you, WhyWithCai wouldn’t be what it is today.

My younger self would be so proud. My present self is so proud 🥲

(📸 Photos taken and edited by the phenomenal .campos / )

Are you feeling lost, hurt, or overwhelmed by your current heartbreak? I want you to know that you're not alone and that...
16/08/2023

Are you feeling lost, hurt, or overwhelmed by your current heartbreak? I want you to know that you're not alone and that your feelings are valid.

Join me for an intimate evening filled with heartfelt conversations and healing at Danu Social House in Toronto. This in-person event will take place on Tue Sep 19 at 7:00pm.

I believe that healing starts with connection. This event is a safe space where you can share your experiences, gain support, and find solace in the company of others who are also going through similar struggles.

Remember: you're not alone in this journey. Together, we can heal and grow stronger. Reserve your spot now and take a step towards healing your heart. I can't wait to see you there!

Get more details through the link in my bio :)

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