Vladimir Shestakov took up judo in 1972 and rose to the Soviet national team in 1982. During his career Shestakov won Olympic middleweight silver in 1988, World Championships half-middleweight bronze in 1985 and half-middleweight gold at the 1986 Goodwill Games. Shestakov also won Soviet half-middleweight titles in 1983 and 1992. After finishing his sporting career Shestakov worked as a judo coach and official. From 1996-99 he was vice-president of the Russian Judo Federation and from 1999-2004 was president of the Russian Judo Federation. From 2001-04 Shestakov was head coach of the Russian national judo team. In 2005 Shestakov became coach of the Latvian national judo team. He has also edited the Russian sports magazine Judo.