1998–99 AFC Ajax season
| 1998–99 season | |||
|---|---|---|---|
| Chairman |
 Michael van Praag
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| Manager |
 Morten Olsen (until December) Jan Wouters
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| Stadium | Amsterdam Arena | ||
| Eredivisie | 6th | ||
| KNVB Cup | Winners | ||
| Champions League | Group stage | ||
| Johan Cruijff Shield | Runners-up | ||
| Top goalscorer | Jari Litmanen and Benni McCarthy (11) | ||
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During the 1998–99 Dutch football season, AFC Ajax competed in the Eredivisie.
Having waltzed to the title during the previous season, Ajax suffered a complete collapse this season to finish 6th, 23 points adrift of champions Feyenoord. This was the club's lowest finish since 1965. The club also suffered poor form in Europe, finishing bottom of their Champions League group stage. Manager Morten Olsen had paid for the club's poor form in December with his job; his replacement, promoted reserve-team coach Jan Wouters, was unable to reverse the team's fortunes but managed to lead Ajax to the KNVB Cup.
Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.
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