diff --git a/Makefile b/Makefile
index f37402d..5424620 100644
--- a/Makefile
+++ b/Makefile
@@ -179,8 +179,8 @@ CONTROLLER_GEN ?= $(LOCALBIN)/controller-gen
 ENVTEST ?= $(LOCALBIN)/setup-envtest
 
 ## Tool Versions
-KUSTOMIZE_VERSION ?= v3.8.7
-CONTROLLER_TOOLS_VERSION ?= v0.15.0
+KUSTOMIZE_VERSION ?= v5.5.0
+CONTROLLER_TOOLS_VERSION ?= v0.16.5
 
 KUSTOMIZE_INSTALL_SCRIPT ?= "https://raw.githubusercontent.com/kubernetes-sigs/kustomize/master/hack/install_kustomize.sh"
 .PHONY: kustomize
diff --git a/config/crd/bases/desec.owly.dedyn.io_desecdnsdnses.yaml b/config/crd/bases/desec.owly.dedyn.io_desecdnsdnses.yaml
index 70b14ce..65faf5b 100644
--- a/config/crd/bases/desec.owly.dedyn.io_desecdnsdnses.yaml
+++ b/config/crd/bases/desec.owly.dedyn.io_desecdnsdnses.yaml
@@ -3,7 +3,7 @@ apiVersion: apiextensions.k8s.io/v1
 kind: CustomResourceDefinition
 metadata:
   annotations:
-    controller-gen.kubebuilder.io/version: v0.15.0
+    controller-gen.kubebuilder.io/version: v0.16.5
   name: desecdnsdnses.desec.owly.dedyn.io
 spec:
   group: desec.owly.dedyn.io
@@ -53,16 +53,8 @@ spec:
               conditions:
                 description: Conditions
                 items:
-                  description: "Condition contains details for one aspect of the current
-                    state of this API Resource.\n---\nThis struct is intended for
-                    direct use as an array at the field path .status.conditions.  For
-                    example,\n\n\n\ttype FooStatus struct{\n\t    // Represents the
-                    observations of a foo's current state.\n\t    // Known .status.conditions.type
-                    are: \"Available\", \"Progressing\", and \"Degraded\"\n\t    //
-                    +patchMergeKey=type\n\t    // +patchStrategy=merge\n\t    // +listType=map\n\t
-                    \   // +listMapKey=type\n\t    Conditions []metav1.Condition `json:\"conditions,omitempty\"
-                    patchStrategy:\"merge\" patchMergeKey:\"type\" protobuf:\"bytes,1,rep,name=conditions\"`\n\n\n\t
-                    \   // other fields\n\t}"
+                  description: Condition contains details for one aspect of the current
+                    state of this API Resource.
                   properties:
                     lastTransitionTime:
                       description: |-
@@ -103,12 +95,7 @@ spec:
                       - Unknown
                       type: string
                     type:
-                      description: |-
-                        type of condition in CamelCase or in foo.example.com/CamelCase.
-                        ---
-                        Many .condition.type values are consistent across resources like Available, but because arbitrary conditions can be
-                        useful (see .node.status.conditions), the ability to deconflict is important.
-                        The regex it matches is (dns1123SubdomainFmt/)?(qualifiedNameFmt)
+                      description: type of condition in CamelCase or in foo.example.com/CamelCase.
                       maxLength: 316
                       pattern: ^([a-z0-9]([-a-z0-9]*[a-z0-9])?(\.[a-z0-9]([-a-z0-9]*[a-z0-9])?)*/)?(([A-Za-z0-9][-A-Za-z0-9_.]*)?[A-Za-z0-9])$
                       type: string