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RIDE OR DIE | Reilly Anne, Instructor

ride cycle club

Meet Reilly – one of our newest additions to the RIDE Ossington Instructor team. Reilly was a die-hard Rider for months, bringing incredible energy, power and enthusiasm to most 6AM classes. We’re so excited to have Reilly up on the podium sharing her passion for music, sweat and community.

Where did you grow up?

I grew up all over the place (mostly in the Greater Toronto Area) – I was super into theatre, dance and singing when I was young so going to arts school meant my parents moving me around from Thornhill to Unionville (thanks Mom and Dad!). I also did a short stint in New Jersey and sometimes you can still get a little glimpse of the Jersey girl in me.

Can you remember your first RIDE class? How long did it take until you realized you wanted to become an Instructor?

Oh, I remember it perfectly. Matt Sicoly brought me to my first class when he first got hooked. I could not for the LIFE of me comprehend how it was physically possible for someone to stay out of the saddle for an entire run. I think deep down a part of me wanted to be an Instructor from the time I went to my second class. I grew up dancing and doing theatre (read: wanting attention all the time), so this was like the grown up version of that for me with the added benefit of giving back to others in some way. I didn’t acknowledge it at first but when I messaged Alex about sending in my application she said “I was waiting for this message” so turns out I’m not low key at all?

How would you describe your teaching style?

My style is giving every Rider in the room small moments to push themselves to make a big impact over time…and using 5-7 minutes during arms to perfect my stand up comedy routine.

Best part of being an Instructor is…

Being able to tell people with 100% sincerity that I started where they started. Watching people who don’t usually yell and shout in class lose themselves – yelling, smiling, laughing (and sometimes crying). Being able to spend all of my time with some of the coolest people I have met in a dark candlelit room listening to my favourite music.

Track you’ve had on repeat

Solace – Kyle Watson (brb crying and listening to it for the 3938403th time)


Probably bias because I can’t sleep in and have always been a morning Rider but AM RIDES ALL THE WAY.

Favourite way to sweat outside of RIDE?

Barry’s Bootcamp or a nice long run.

How has becoming a RIDE Instructor changed you?

I shazam songs in the middle of meetings and conversations. In all seriousness, without being too cheesy…when I found RIDE I was in a really weird place personally, trying to figure out what kind of person I wanted to be and what kind of life I wanted to lead. Needless to say it gave me clarity, confidence and introduced me to some really incredible and inspiring people.

Go-to quote or words to live by?

Every single line of the poem Desiderata by Max Erhmann (if you’ve ever wondered what the tattoo on my back says it’s the name of that poem).

Who motivates you?

Matthew Montgomery! Check this guy out! He hustles his ass off. He RIDES, he dances and he makes me laugh so hard I cry.

Favourite book?

I never choose favourites because they change all the time – BUT I’m reading a book that my best friend sent me called “Everything I Know About Love” by Dolly Alderton – she is fucking hilarious and heartbreakingly honest. 10/10 would recommend.

What’s your #1 life hack?

Fake it till you make it.

Where can we find you on a Saturday afternoon in the city?

Barry’s Bootcamp (mostly for the smoothie) followed by snacks with friends.

Any hidden or not so hidden talents?

I am incredibly gifted at thinking I’ve responded to text messages that I have definitely not responded to.

If you could brunch with any person (past or present), who would it be and why?

My Mom because she is the best.

Best memory since you joined RIDE?

Holy shit, there are so many but it 100% has to be RIDE vs. Encore Beach Club with Alex where we literally took the liberty of performing a full 50 minute interpretive (mostly off bike) dance/RIDE to aggressive EDM. Highlight of my life. I can die happy because of it.

#1 piece of advice for someone looking to have a killer RIDE?

Find instructors that move you and get you going. Let go. Have fun. Repeat.

What has you stoked on life right now?

The pumpkin oatmeal cookies I just made.

What does RIDE mean to you?

The best part about RIDE is that it can mean whatever you want it to. It’s time away from the rest of the world, a killer workout and my second home.

RIDE with Reilly – find her on our Ossington Schedule.