Send us a note at ride@jack.org and we will get back to you as soon as we can.

On the login page, enter your email address into the field just below the login information. If it gives you trouble, we can reset it and send you a new password. Just email us at ride@jack.org.

Starting a company team to ride and fundraise is a great team-building exercise. And it also happens to bolster a great cause. If you are interested in getting your company involved in the event by participating or sponsoring, please email us at ride@jack.org.

This is based on availability. If there are unclaimed jerseys in your desired size available after the Ride, then we will make the switch. Send an email to ride@jack.org with the size you have and the size you want (view the sizing chart here).

Your registration fee, like the funds you raise, support innovative mental health resources like Be There, which equip youth advocates with the knowledge they need to educate and support their peers, and empower young leaders to improve mental health systems in their communities. 

You are funding essential work. If you have any questions or comments, please send us a note at ride@jack.org.

Please email ride@jack.org and we’ll help you out.

Please email ride@jack.org with your full name and email address. Unfortunately, we are unable to refund your registration fee, but we can change it to a donation and send you a tax receipt.

Please email ride@jack.org and we will get back to you ASAP.

Yes! The minimum fundraising requirement is $500 per person and you will earn a custom 2026 Jack Ride kit, with cycling jersey, water bottle, and more!

Your fundraising dollars help give youth the tools to support each other, break stigmas, and create conversations about mental health, while the registration fee helps to cover campaign-related costs. 

If you are unable to fundraise the minimum of $500, you have the option to pay or self-donate the difference. If you have any questions, reach out at ride@jack.org.

‍

We’re encouraging all Rides to be complete and all pledges to be in by May 31st but we will still accept donations afterward.

The Caledon Ski Club is undergoing renovations in 2026, which means that in 2026, Jack Ride will be hosted at the Caledon East Community Complex - a short 20 minutes away from the Caledon Ski Club.

Note that the Caledon East Community Complex is still open to the public during Jack Ride. Please be mindful of pedestrians, and especially within the parking lot.

Parking will be limited so please carpool if possible.

Our in-person events are on Saturday, May 23rd, 2026 at the Caledon East Community Complex in Caledon, ON. For remote Riders, we encourage Rides to participate anyway, anyhow during the month of May. No matter when you ride, please remember to raise the $500 fundraising minimum in support of Jack.org’s youth mental health programs.

Yes, there will be an option for a shortcut. We are confident that all Riders will have plenty of time to finish the Ride, but follow cars and volunteers will be available and able to get you back to the Caledon East Community Complex just in case.

No, please ride the distance that works for you the day of, in the moment.

Absolutely. Take as much time as you need.

‍

We couldn’t do what we do to support youth mental health without the support of our incredible community of donors. Jack Ride is our largest event of the year and funds about 25% of Jack.org’s youth mental health programs.

Your donors' support enables us to adapt our in-person programs to digital formats, including a professionally shot and edited Jack Talk for broad mental health education, and Jack Chapter initiatives specifically designed to address the crisis.

We encourage you to let your donors know that their funds will still be directed to support the incredible work that we continue to do to build a future where young people have the education and resources they need to get the mental health support they deserve.

If you fundraise the $350 minimum by April 25th, 2025, we will send your swag in the mail for Ride Day.

Yes, absolutely!

That’s totally up to you! Ride wherever you can, whenever you can. You’re welcome to ride at home, or Strava is a great tool to find routes near you. Plus you can join our Jack.org Strava Cycling Club.

Community is still at the heart of this event. Please share your route with your fellow riders and tag @jackdotorg and #JackRide2026 to show us where your wheels take you!

It's just like the physical Jack Ride, only it will be completed anywhere, anyhow, during the month of May.

Set your own distance challenge and get creative with how you choose to ride. We'll support whatever way you want to ride including stationary bikes, outdoor routes, or hiking trails!

Yes. Bike mechanics will be at the site and along the route. If your bike needs a tune-up, please have it done before Ride day.

No. With the help of many signs and route marshals to guide you, we'll make sure you don't get lost. You can print a map of the route if that's your style. Copies of the map will not be available on ride day, so bring your own if you need it.

Please ride the distance that works for you! Just let us know if you want to switch routes at ride@jack.org

The ride is not nut-free. We do our best to accommodate all dietary restrictions and allergies, but we cannot guarantee that food did not come in contact with potential allergens.

Continental Breakfast, granola bars, fruit, veggies, and more will be available in the morning and at all rest stops during Ride. Once you've de-biked, stick around for lunch starting at approximately 12:00pm.

Yes! Also, all follow cars will have water, but please remember to come prepared with full water bottles.

We suggest you arrive ready to ride. There are also porta-potties and limited washrooms inside the Community Centre.

Bicycle, helmet, shoes, socks, and water bottle(s) filled with water. Importantly, dress for the weather! We recommend that you can also bring gloves, sunglasses, sunscreen, clothing layers, rain attire (just in case), and electrolyte drinks.

Yes! Safety is key!

Of course! They can come to cheer you on, throw glitter at you, or volunteer with the Ride. They can sign up here to join the volunteer squad.

If you fundraise the $500 minimum by April 27th, 2026, we will send your swag in the mail for Ride Day.

Learn more about the NEW routes here!

Caledon Event Day Schedule (timing subject to change): 

6:30am-8:00am: Breakfast Served

8:00am: Opening Ceremonies — Jack 75km, Jack Gravel 80km & Jack 100km

8:15am: Jack 75km, Jack Gravel 80km & Jack 100km START

9:30am: Opening Ceremonies — Jack Gravel 40km, Jack 25km &  Jack 50km 

9:45am: Jack Gravel 40km, Jack 25km & Jack 50km START

11:00am-2:30pm: Lunch 

1:00pm: Closing Ceremonies

Volunteers will get a Volunteer T-shirt (available on the day). The early morning tends to be chilly, so wear closed-toe shoes and dress in comfy layers so you can warm up or cool down as needed. Gloves, a hat, and sunscreen are recommended. Other than that, wear what makes you happy!

‍

Please sign in at the volunteer registration booth and we will give you more details on how you will be helping.

‍

Yes! There will be breakfast available in the morning and lunch at noon. For those who are volunteering along the route, there is also food at the rest stops. Bring a full water bottle with you on Ride day.

Please email ridevolunteer@jack.org and let us know the age of your child so we can place you in a volunteer position that is child-friendly.

‍

Please let us know when you register, or email ridevolunteer@jack.org indicating that you and your friend want to volunteer together, and we will work to make it happen!

We'll be in touch closer to the event—we have not forgotten about you! You can check in with us anytime at ridevolunteer@jack.org.