Henry began writing about cricket, for The Times
, in May 1962 and in 1972 he started his long career as a commentator with the BBC's Test Match Special. During his career he has written for numerous papers and broadcast for both radio and television for many networks around the world especially in Australia and New Zealand. Between 1991 and 1993 he joined Sky Television before returning to Test Match Special after the death of Brian Johnston early in 1994. Since 2002 Henry Blofeld has performed in his humorous one-man show in theatres all round the country, and later he teamed up with his former TMS producer, Peter Baxter, for more than 250 two-man shows. His current two-man show team-mate is former England off spinner, Graeme Swann.