Do people really win sweepstakes? Yes, many individuals do win various contests and sweepstakes, often sharing their success stories online. While the odds can be slim, especially for large-scale competitions, countless smaller sweepstakes offer better chances for participants. Do people really win sweepstakes? The answer is a resounding yes, as companies use these promotions to engage customers and generate excitement around their products. With persistence and a bit of luck, anyone can become a winner in the world of sweepstakes.