A sleeve utilizing two methods of retention—a friction fit and a rear retention feature—is disclosed. The sleeve includes a circumferentially compressible portion that provides a friction fit when inserted into a bore and includes a projected portion around an end circumference that is used to mate with the rear of a tool block and urges the sleeve (and the tool) rearward. The disclosure also relates to a tool and block assembly, a method of retaining a tool in a holder and a mining machine incorporating the sleeve.