Cisco WLC centrally switched SSID takes a couple of times before joining

Got a weird issue on the WLC. We have a new SSID that is configured wpa2, centrally switched using a psk that takes 2 times before joining. My linux laptop only took one try. I thought maybe it was the SSID but I tried some other SSIDs that are centrally switched and they also seem to have the same issue.

I ran some debugs and this is what it shows. If I removed the preshared key they connect right away. Maybe it's a timeout issue? None of our flexconnect ssids have this issue.

apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 Setting active key cache index 0 ---> 8 *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 Deleting the PMK cache when de-authenticating the client. *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 Global PMK Cache deletion failed. *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 apfMsAssoStateDec *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 apfMsWepPskStateDec *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 apfMsExpireMobileStation (apf_ms.c:7818) Changing state for mobile 9c:f4:8e:25:24:71 on AP a0:23:9f:f4:d0:a0 from Disassociated to Idle

*apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 10.2.10.191 START (0) Deleted mobile LWAPP rule on AP [a0:23:9f:f4:d0:a0] *apfReceiveTask: Aug 10 08:49:56.491: 9c:f4:8e:25:24:71 Deleting mobile on AP a0:23:9f:f4:d0:a0(0) *spamApTask6: Aug 10 08:49:56.499: 9c:f4:8e:25:24:71 apfUpdateDeleteAckInMscb (apf_api.c:51664) Expiring Mobile! *spamApTask6: Aug 10 08:50:00.811: 9c:f4:8e:25:24:71 Received DELETE mobile, reason MN_REASSOC_TIMEOUT, from AP a0:23:9f:f4:d0:a0, slot 0 ...cleaning up mscb *apfOpenDtlSocket: Aug 10 08:50:12.936: 9c:f4:8e:25:24:71 Recevied management frame ASSOCIATION REQUEST on BSSID a0:23:9f:f4:d0:a0 destination addr a0:23:9f:f4:d0:a5 *apfMsConnTask_0: Aug 10 08:50:12.936: 9c:f4:8e:25:24:71 Updating 11r vendor IE