Thank you for reaching out to the community!
The contact management system is only designed to collect contacts and place them into a list. There is not a build in functionality to automatically pick a contact for sweepstakes or drawings. My recommendation is to export the list of contacts and use a random number generator (should be a quick search on the internet) to choose a row number for the winner. This is likely the best and most random way to select a winner.
I hope that this was helpful!
Please let us know if there is anything else we can do for you.
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