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  • Home
  • About
    • How it all began
    • Corporate Ambassadors
    • Lived Experience Ambassadors
    • The Team
    • Meet our Charity Partners
    • Our Beneficiaries
    • Grant Making Policy
    • Apply for a Grant
    • FAQ
  • Upcoming Events
  • Get Involved
    • Take part
    • Partner with us
    • Sponsor an event
    • Choose Your Challenge
    • Big Corporate Sleepout
    • Host Your Own Sleepout
    • Nominate your CEO
    • Join our mailing list
    • Make a donation
  • Past Events
    • Past Event Gallery
  • Updates & Impact
  • Contact Us
Home » Get Involved » Choose Your Challenge

Choose Your Challenge

You don’t have to sleep out to stand with us. If there’s a challenge you’ve always wanted to take on, this is your moment to turn it into something that really matters.

Tell us about your challenge

Pick your challenge. Choose CEO Sleepout as your charity. We’ll back you all the way.

As long as the challenge allows you to choose your own charity, you can fundraise for CEO Sleepout and help local charities support people who are homeless, at risk of homelessness, or living in poverty.

How it works:

1. Choose a challenge Pick a recognised challenge that offers charity places.

2. Select CEO Sleepout as your charity When you sign up, choose CEO Sleepout as the charity you’re fundraising for.

3. Set up your fundraising page We’ll help you get going with messaging, images, and support.

4. Take on the challenge! Do something meaningful. Raise funds. Create real impact.

Choose your challenge:

All of the challenges below offer free or charity-funded places, where your commitment is to fundraise rather than pay an entry fee.

High-adrenaline challenges

Perfect if you want to face a fear and make it count.

Skyline Skydiving
(UK-wide charity skydives)

UK Bungee Club
(various UK locations)

Skydive Buzz
(multiple airfields)

GoSkydive
(Salisbury & nationwide)

UK Parachuting
(regional jump sites)

The Wing Walk
Company

Endurance & fitness challenges

Ideal if you like training towards something and pushing your limits.

Ultra Challenge Series (London, Peak District, Lake District, Thames Path)

RunThrough
Charity Events
(10k, half & full marathons)

Threshold
Trail Series
(UK trail runs)

Discover Adventure (treks, cycles, and UK endurance events)

Charity Challenge UK (multi-day fitness challenges)

Walking & hiking challenges

A brilliant option if you want something social, scenic, and achievable.

The Great Cumbrian Challenge

Ultra Challenge Walks (multiple UK routes)

Discover Adventure UK walks

The Great Cumbrian Challenge

in partnership with Walking With The Wounded.

We’re proud to partner on the Great Cumbrian Challenge. Set in the Lake District, this walking challenge offers multiple distances, great support, and an incredible sense of shared purpose.

You’ll walk through breathtaking landscapes while raising funds that make a real difference in local communities.

Sign up to walk with CEO Sleepout and Walking With The Wounded

United Kingdom

Boho Four,
Cleveland Street,
Middlesbrough
TS2 1AY
Charity no. 1154963

Contact

Get In Touch Here

Use the hashtag #CEOsleepout

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By participating in a CEO Sleepout event, you’ll gain insight into the big issues surrounding homelessness and what – as business leader – you have the power to change. We hope you’ll be moved to create a positive social impact in your business, adding value that strengthens communities and society as a whole.

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