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Organisers also held another event, the CEO Sleep Out, which saw business chiefs take part at the Riverside Stadium in March.
Mark Amyes, director of Jaffabox, said: "The Big Sleep Out captures the imagination of everyone who takes part including my staff.
Steve Rainbow, the Sleep Out coordinator, said: "The St Basil's City Slickers Sleep Out had its first outing last year and was a huge success.
Steve Rainbow, St Basils fundraising officer responsible for the Sleep Out, said: "One in 20 young people in the Midlands are at risk of becoming homeless.
Steve Rainbow, St Basil's fund-raiser for the event, said: "We are really pleased that Waitrose has decided to continue its support of the annual Sleep Out.
It is humbling to see so many people join together and I would like to say thank you to every single person who took part in the main Sleep Out in Digbeth, the satellite Sleep Outs around Birmingham and the numerous Sleep Ins, without their help we wouldn't be able to keep over 350 young people safe and warm a night.
He said: "I am more than happy to 'sleep in' - however I will have to pass on the Sleep Out event as my bones need the rest.
TV and radio presenter Gail Porter (left), a new ambassador of St Basils, intends to join the hundreds of people preparing for the annual sleep out.
So far more than 850 people have signed up for St Basil's Sleep Out event on November 30, but the charity for the homeless wants to beat last year's total of pounds 40,000.
The activities offered -- each tailor made and facilitated through a personal Villa Attendant -- include day and night game drives, picnics and sun downers, guided walks, children and family activities, a wellness centre including a gym and spa, sleep outs and many more.