Upgrade starting with 4.14.3->4.14.4->4.15.0, gets stuck with 'install strategy failed: clusterrolebindings.rbac.authorization.k8s.io "hco-webhook-service-system:auth-delegator" already exists' message. My understanding is this is deployed by OLM.
    

4.15.0 (upgrade involving multiple hops)
    

2 out of 2. This issue is not seen with upgrade path of just 4.14.4->4.15.0
    

    1. Deploy a cluster with OCP 4.14.13, CNV 4.14.3
    2. Upgrade CNV to 4.14.4
    3. Upgrade OCP to 4.15.0-rc.7-x86_64
    4. Upgrade CNV to 4.15.0
    

[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ oc get clusterversion
NAME      VERSION       AVAILABLE   PROGRESSING   SINCE   STATUS
version   4.15.0-rc.7   True        False         3d18h   Cluster version is 4.15.0-rc.7
[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ 
cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ oc get csv -n openshift-cnv
NAME                                       DISPLAY                    VERSION   REPLACES                                   PHASE
kubevirt-hyperconverged-operator.v4.14.4   OpenShift Virtualization   4.14.4    kubevirt-hyperconverged-operator.v4.14.3   Failed
kubevirt-hyperconverged-operator.v4.15.0   OpenShift Virtualization   4.15.0    kubevirt-hyperconverged-operator.v4.14.4   Pending
[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ 
[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ oc get csv -n openshift-cnv kubevirt-hyperconverged-operator.v4.15.0  -o json | jq ".status.conditions"
[
  {
    "lastTransitionTime": "2024-02-26T16:06:09Z",
    "lastUpdateTime": "2024-02-26T16:06:09Z",
    "message": "requirements not yet checked",
    "phase": "Pending",
    "reason": "RequirementsUnknown"
  },
  {
    "lastTransitionTime": "2024-02-26T16:06:09Z",
    "lastUpdateTime": "2024-02-26T16:06:11Z",
    "message": "one or more requirements couldn't be found",
    "phase": "Pending",
    "reason": "RequirementsNotMet"
  }
]
[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ 
[cnv-qe-jenkins@cnv-qe-infra-01 dbasu_upg]$ oc get csv -n openshift-cnv kubevirt-hyperconverged-operator.v4.14.4  -o json | jq ".status.conditions"
[
  {
    "lastTransitionTime": "2024-02-26T16:54:46Z",
    "lastUpdateTime": "2024-02-26T16:54:46Z",
    "message": "webhooks not installed",
    "phase": "Pending",
    "reason": "NeedsReinstall"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:48Z",
    "lastUpdateTime": "2024-02-26T16:54:48Z",
    "message": "all requirements found, attempting install",
    "phase": "InstallReady",
    "reason": "AllRequirementsMet"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:50Z",
    "lastUpdateTime": "2024-02-26T16:54:50Z",
    "message": "install strategy failed: clusterrolebindings.rbac.authorization.k8s.io \"hco-webhook-service-system:auth-delegator\" already exists",
    "phase": "Failed",
    "reason": "InstallComponentFailed"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:51Z",
    "lastUpdateTime": "2024-02-26T16:54:51Z",
    "message": "webhooks not installed",
    "phase": "Pending",
    "reason": "NeedsReinstall"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:52Z",
    "lastUpdateTime": "2024-02-26T16:54:52Z",
    "message": "all requirements found, attempting install",
    "phase": "InstallReady",
    "reason": "AllRequirementsMet"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:53Z",
    "lastUpdateTime": "2024-02-26T16:54:53Z",
    "message": "install strategy failed: clusterrolebindings.rbac.authorization.k8s.io \"hco-webhook-service-system:auth-delegator\" already exists",
    "phase": "Failed",
    "reason": "InstallComponentFailed"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:55Z",
    "lastUpdateTime": "2024-02-26T16:54:55Z",
    "message": "webhooks not installed",
    "phase": "Pending",
    "reason": "NeedsReinstall"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:56Z",
    "lastUpdateTime": "2024-02-26T16:54:56Z",
    "message": "all requirements found, attempting install",
    "phase": "InstallReady",
    "reason": "AllRequirementsMet"
  },
  {
    "lastTransitionTime": "2024-02-26T16:54:57Z",
    "lastUpdateTime": "2024-02-26T16:54:57Z",
    "message": "install strategy failed: clusterrolebindings.rbac.authorization.k8s.io \"hco-webhook-service-system:auth-delegator\" already exists",
    "phase": "Failed",
    "reason": "InstallComponentFailed"
  },

    

Upgrade completes successfully
    

Will attach must gather under https://drive.google.com/drive/folders/15BXQpT1k0Gnsy24uiPPhW4mFFgHIE41G?usp=drive_link