Web Roulette is a new artwork by artist Cheng Hsien-Yu in 2018. The artwork is a specially-made search engine. After the keyword is keyed-in, a search result window will pop out. Yet, the list of search result will rapidly scrolling down ceaselessly until the user press the stop button, and the webpage will jump to the link that stays in the red zone. The user cannot select the webpage he/she would like to visit at will, and can only press stop button to halt the scrolling list. It is an attempt to remove the right to choose from the user, and offer a page of search result of uncertainty instead, scrambling the result ordering of the search engine via gambling approach.