ONE MONTH - ONE PURPOSE
Join us for the Imagine Challenge, a month-long virtual challenge running from the 1st to the 31st of October 2025. Enter the event now, you will choose your challenge on the 30th of September. Get ready to push your limits:
There are two challenges to choose from:
CLASSIC = 42.2km (Run/Walk/Hike) or 310Km (Cycle) or 10Km (Swim), all other sports are time based of 20 hours for the month
ULTRA = 63.3km (Run/Walk/Hike) or 500Km (Cycle) or 20Km (Swim), all other sports are time based of 31 hours for the month.

Your Imagine Challenge Entry
Take on one challenge or multiple challenges. You’ll have the whole month to complete them. Every activity you log counts—yes, even other races or events you’re already entered into!
Set your goals high, imagine the impossible, and let’s achieve it together.
What Your Entry Includes
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Exclusive 2025 Imagine Socks
Limited-edition, designed with love by ILoveBoobies & Sox Footwear.
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ILoveBoobies Stickers, Tattoos & Pin
Wear them proudly. Add the ILoveBoobies Pin to your shirt, jacket, cap, or shoes to spread awareness.
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Surprise Gifts
From our incredible sponsors: USN, ButtaNutt, Cetaphil, Essence Cosmetics, and Ass Magic.
- Breast Cancer Screening Donation - every entry includes a donation to the screening programme for women from underserved communities in South Africa.
📦 Goody Bags ship from 15 September. The first 10,000 entries are guaranteed a full goody bag. If we exceed that number, you’ll still receive one, but with one or two fewer sponsored items. Your Imagine Socks are always guaranteed.
Prizes & Draws
Over R200,000 in prizes up for grabs!
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Weekly lucky draws every Sunday at 19h00 in October (live on our social channels).
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A grand finale prize draw on 31 October.
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Only rule: you must be actively participating—we do check!
Support a Cause
October is International Breast Cancer Awareness Month. Use your sport as a platform to make a difference:
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Help us educate, empower, and screen disadvantaged South African women.
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Participate in honor of someone special, or for those who can’t.
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Make your month matter—move for change.
Want More?
Explore our extra merch to support the cause further and represent in style.
✨ Join the Imagine Challenge—together, we can change lives.
Need more info - check our FAQ's.