Winston is a prolific illustrator who has worked for such prestigious and anti-prestigious magazines as The New Yorker, Playboy, Spin Magazine, Details, Architectural Digest, SF Bay Guardian, SF Weekly, Warner/Reprise Records, Adbusters, National Lampoon, Utne Reader, Mother Jones, Seconds, Slant, The Nose, The Progressive, Argonaut, Whole Earth Review, Maximum Rock & Roll, FAD, Frisko, Trouser Press, Berkeley Barb, Alternative Tentacles Records, Film Threat, New Statesman (UK), Metro Magazines in San Jose and Santa Cruz, Sonoma Independent...and many more.