His research group designs networked systems that cross traditional abstraction boundaries, using statistical and functional techniques. He and his colleagues made the Mosh (mobile shell) tool, the Sprout and Remy systems for computer-generated congestion control, the Mahimahi network emulator, the Lepton JPEG-recompression tool, the ExCamera system for parallel video processing on cloud functions, the Guardian Agent for secure delegation across a network, the Salsify real-time video system, and the Pantheon of Congestion Control. Winstein previously served as a staff reporter at The Wall Street Journal and later worked at Ksplice, Inc., a startup company (now part of Oracle Corp.) where he was the Vice President of Product Management and Business Development. Winstein did his undergraduate and graduate work at MIT.