Restaurant.com CEO Cary Chessick gave away $20,000 in cash to 40 random attendees at a social media conference. Chessick's celebration, called TweetItForward, was unveiled during Internet Week New York at the inaugural Likeable U: The Social Media Movement, attended by thought leaders and industry experts. He shared his experiences about the value in the gift of giving before each randomly chosen guest was presented $500.
The concept of "pay it forward" is rooted in the idea of helping others without expectation of anything in return, and Chessick's celebration is the social media version. He and his wife donated personal money for the giving effort.