Think back to when you were a middle school student.... Wouldn't it have been awesome to put your athletic skills up against those of a former Super Bowl athlete? Wouldn't you have been excited to hit the game-winning three-pointer against a hometown hero? Students at Hopewell Crest School in Bridgeton, NJ, did just that during the last school year when they held an NFL Night fundraiser to support their Pitsco-based technology lab. It occurred to the author that other technology educators might want to put on a similar event to raise additional funds for their programs. In this article, the author shares how they went about it at Hopewell Crest School.