He made his World Cup debut in January 1994 in Liberec, also collecting his first World Cup points with a 26th place. Thriving in sky flying hills, he improved to 18th in February 1996 in Kulm and 5th in March 1998 in Vikersund. Jiroutek finished 21st at the 1996 Ski Flying World Championships, 33rd at the 2000 Ski Flying World Championships and 27th at the 2002 Ski Flying World Championships, as well as 50th–51st at the 1999 World Championships.