Löw became manager of Karlsruher SC on 25 October 1999. His first match was a 1–1 draw against Hannover 96 on 31 October 1999. He was manager until 19 April 2000, finishing with a record of one win, seven draws and ten losses. His final match was a 3–1 loss to Hannover on 16 April 2000, while his only win came in a 2–1 win against Fortuna Köln on 19 March 2000. He was sacked, with the club in last place (18th). Marco Pezzaiuoli replaced Löw for the remainder of the season and only had two wins in the remaining seven matches, finished the season in last place (18th), and were relegated.