Sandy majored in art, theater, and mass communications in college. She moved from St. Louis to Los Angeles after getting divorced. Greenberg did her first pictorial for "Playboy" in the January, 1987 issue as her popular alter ego Maxine Legroom, who was a funky distaff variant on the famous cult character Max Headroom. Legroom was also featured in a dance video and comedy spots for the Playboy Channel. Sandy spent eight hours in make-up to become Maxine Legroom. Greenberg was the Playmate of the Month in the June, 1987 issue of "Playboy." She subsequently appeared in a couple of "Playboy" videos and posed for a bunch of "Playboy" newsstand special editions. An avid motorcyclist, Sandy was the spokeswoman for BMW motorcycles; she was featured on posters for their two-wheeler bikes. Greenberg acted in two movies: She has a small part as a stripper in "Visions" and a lead role as a tough lady cop in "Fatal Revenge." She was the costume designer for the comedy short "Meet the Pitts" and a set designer on the comedy feature "Far Out Man." Moreover, Sandy Greenberg has done a lot of body modeling and has worked as a set designer for various video makers, Playboy Video Productions, and several amusement parks.