diff --git a/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen.go b/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen.go
index 373af5f9e..4a89f6c8d 100644
--- a/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen.go
+++ b/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen.go
@@ -26,6 +26,7 @@ const (
 	itemsKey       = "items"
 	propertiesKey  = "properties"
 	defaultKey     = "default"
+	nullableKey    = "nullable"
 )
 
 var keyOrder = map[string]int{
@@ -35,6 +36,7 @@ var keyOrder = map[string]int{
 	itemsKey:       4,
 	propertiesKey:  5,
 	defaultKey:     6,
+	nullableKey:    7,
 }
 
 const (
@@ -211,6 +213,11 @@ func (h HelmValuesSchemaGen) calculateProperties(key *yaml3.Node, value *yaml3.N
 		if err != nil {
 			return nil, err
 		}
+		if value.Tag == nullTag {
+			// We cannot infer a key's type from a null value and must assume "any".
+			apiKeys = append(apiKeys, newAnyType())
+			break
+		}
 		apiKeys = append(apiKeys, &MapItem{Key: typeKey, Value: h.openAPIType(value.Tag, value.Value)})
 		apiKeys = append(apiKeys, &MapItem{Key: defaultKey, Value: defaultVal})
 		if value.Tag == floatTag {
@@ -266,7 +273,6 @@ func (h HelmValuesSchemaGen) openAPIType(tag, value string) string {
 		}
 	}
 	return "string"
-
 }
 
 func (h HelmValuesSchemaGen) getDefaultValue(tag, value string) (interface{}, error) {
@@ -281,3 +287,29 @@ func (h HelmValuesSchemaGen) getDefaultValue(tag, value string) (interface{}, er
 		return value, nil
 	}
 }
+
+func newAnyType() *MapItem {
+	nullable := func(t string) map[string]interface{} {
+		n := map[string]interface{}{
+			typeKey:     t,
+			defaultKey:  nil,
+			nullableKey: true,
+		}
+		if t == "array" {
+			n["items"] = map[string]string{}
+		}
+		return n
+	}
+	return &MapItem{
+		Key: "oneOf",
+		Value: []map[string]interface{}{
+			nullable("integer"),
+			nullable("number"),
+			nullable("boolean"),
+			nullable("string"),
+			nullable("object"),
+			nullable("array"),
+		},
+	}
+}
+
diff --git a/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen_test.go b/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen_test.go
index fb0d8446c..58c7c4672 100644
--- a/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen_test.go
+++ b/cli/pkg/kctrl/cmd/package/release/schemagenerator/helm_openapi_schema_gen_test.go
@@ -69,7 +69,8 @@ arrKeyEmpty: []
       type: string
     type: array
 type: object
-`},
+`,
+		},
 		{
 			name: "object with different values",
 			input: `
@@ -123,7 +124,8 @@ objExample: {}
     description: Object example
     type: object
 type: object
-`},
+`,
+		},
 		{
 			name: "nested complex object",
 			input: `
@@ -176,7 +178,8 @@ containers:
         type: string
     type: object
 type: object
-`},
+`,
+		},
 		{
 			name: "Alias Node",
 			input: `
@@ -223,7 +226,40 @@ aliasEx:
       type: object
     type: array
 type: object
-`},
+`,
+		},
+		{
+			name: "unknown type",
+			input: `
+# a field without a type
+anything: null
+`,
+			want: `properties:
+  anything:
+    description: a field without a type
+    oneOf:
+    - default: null
+      nullable: true
+      type: integer
+    - default: null
+      nullable: true
+      type: number
+    - default: null
+      nullable: true
+      type: boolean
+    - default: null
+      nullable: true
+      type: string
+    - default: null
+      nullable: true
+      type: object
+    - default: null
+      items: {}
+      nullable: true
+      type: array
+type: object
+`,
+		},
 	}
 
 	for _, test := range tests {
diff --git a/cli/test/e2e/package_authoring_e2e_test.go b/cli/test/e2e/package_authoring_e2e_test.go
index 99986c9f8..92684dd58 100644
--- a/cli/test/e2e/package_authoring_e2e_test.go
+++ b/cli/test/e2e/package_authoring_e2e_test.go
@@ -336,8 +336,26 @@ spec:
               default: quay.io/mongodb
               type: string
             imagePullSecrets:
-              default: ""
-              type: string
+              oneOf:
+              - default: null
+                nullable: true
+                type: integer
+              - default: null
+                nullable: true
+                type: number
+              - default: null
+                nullable: true
+                type: boolean
+              - default: null
+                nullable: true
+                type: string
+              - default: null
+                nullable: true
+                type: object
+              - default: null
+                items: {}
+                nullable: true
+                type: array
             initAppDb:
               default: quay.io/mongodb
               type: string