diff --git a/pkg/customresourcestate/example_config.yaml b/pkg/customresourcestate/example_config.yaml
index 39a479b2b..819e00551 100644
--- a/pkg/customresourcestate/example_config.yaml
+++ b/pkg/customresourcestate/example_config.yaml
@@ -47,6 +47,13 @@ spec:
               path: [status, other]
           errorLogV: 5
 
+        - name: "other_count_array_deep"
+          each:
+            type: Gauge
+            gauge:
+              path: [ status, other, '[*]', detail ]
+          errorLogV: 5
+
         - name: "info"
           each:
             type: Info
diff --git a/pkg/customresourcestate/registry_factory.go b/pkg/customresourcestate/registry_factory.go
index 2a2cb067f..56f4df804 100644
--- a/pkg/customresourcestate/registry_factory.go
+++ b/pkg/customresourcestate/registry_factory.go
@@ -279,6 +279,25 @@ func (c *compiledGauge) Values(v interface{}) (result []eachValue, errs []error)
 		}
 	case []interface{}:
 		for i, it := range iter {
+			// Check if it is a [][]interface{} if yes loop over it
+			// Else process normally
+			if nestedIter, ok := it.([]interface{}); ok {
+				for j, nestedIt := range nestedIter {
+					value, err := c.value(nestedIt)
+
+					if err != nil {
+						onError(fmt.Errorf("[%d]: %w", j, err))
+						continue
+					}
+					if value == nil {
+						continue
+					}
+					addPathLabels(nestedIt, c.LabelFromPath(), value.Labels)
+					result = append(result, *value)
+				}
+				continue
+			}
+
 			value, err := c.value(it)
 			if err != nil {
 				onError(fmt.Errorf("[%d]: %w", i, err))
@@ -582,7 +601,24 @@ func (p valuePath) String() string {
 func compilePath(path []string) (out valuePath, _ error) {
 	for i := range path {
 		part := path[i]
+
 		if strings.HasPrefix(part, "[") && strings.HasSuffix(part, "]") {
+
+			// Wildcard with filter: [*]
+			if part == "[*]" {
+				// function to return all elements in a list
+				out = append(out, pathOp{
+					part: part,
+					op: func(m interface{}) interface{} {
+						if s, ok := m.([]interface{}); ok {
+							return s
+						}
+						return nil
+					},
+				})
+				continue
+			}
+
 			// list lookup: [key=value]
 			eq := strings.SplitN(part[1:len(part)-1], "=", 2)
 			if len(eq) != 2 {
@@ -641,21 +677,31 @@ func compilePath(path []string) (out valuePath, _ error) {
 						}
 						return mp[part]
 					} else if s, ok := m.([]interface{}); ok {
+						// case part is an integer index
 						i, err := strconv.Atoi(part)
-						if err != nil {
-							// This means we are here: [ <string>, <int>, ... ] (eg., [ "foo", "0", ... ], i.e., <path>.foo[0]...
-							//                           ^
-							// Skip over.
-							return nil
-						}
-						if i < 0 {
-							// negative index
-							i += len(s)
+						if err == nil {
+							if i < 0 {
+								// negative index
+								i += len(s)
+							}
+							if i < 0 || i >= len(s) {
+								return fmt.Errorf("list index out of range: %s", part)
+							}
+							return s[i]
 						}
-						if i < 0 || i >= len(s) {
-							return fmt.Errorf("list index out of range: %s", part)
+
+						// case we have a list and the part is an index
+						var result []interface{}
+						for _, el := range s {
+							if m, ok := el.(map[string]interface{}); ok {
+								if v, ok := m[part]; ok {
+									result = append(result, v)
+								}
+							} else {
+								continue
+							}
 						}
-						return s[i]
+						return result
 					}
 					return nil
 				},
diff --git a/pkg/customresourcestate/registry_factory_test.go b/pkg/customresourcestate/registry_factory_test.go
index 7f5d1a092..d25ddcb66 100644
--- a/pkg/customresourcestate/registry_factory_test.go
+++ b/pkg/customresourcestate/registry_factory_test.go
@@ -88,6 +88,64 @@ func init() {
 					"status": "False",
 				},
 			},
+			"parents": Array{
+				Obj{
+					"conditions": Array{
+						Obj{
+							"type":               "Ready",
+							"status":             "True",
+							"message":            "All good",
+							"reason":             "AsExpected",
+							"lastTransitionTime": "2022-06-28T00:00:00Z",
+							"observedGeneration": 42,
+						},
+						Obj{
+							"type":               "Synced",
+							"status":             "False",
+							"message":            "Not synced",
+							"reason":             "SyncError",
+							"lastTransitionTime": "2022-06-28T00:00:00Z",
+							"observedGeneration": 43,
+						},
+					},
+					"controllerName": "foo.bar/baz",
+					"parentRef": Obj{
+						"group":     "foo.bar",
+						"kind":      "Baz",
+						"name":      "baz-1",
+						"namespace": "default",
+					},
+				},
+				Obj{
+					"conditions": Array{
+						Obj{
+							"type":               "Ready",
+							"status":             "False",
+							"message":            "Not ready",
+							"reason":             "NotReady",
+							"lastTransitionTime": "2022-06-28T00:00:00Z",
+							"observedGeneration": 44,
+						},
+					},
+					"controllerName": "qux.corge/grault",
+					"parentRef": Obj{
+						"group":     "qux.corge",
+						"kind":      "Grault",
+						"name":      "grault-1",
+						"namespace": "default",
+					},
+				},
+				Obj{
+					"conditions":     Array{},
+					"controllerName": "garply.waldo/fred",
+					"parentRef": Obj{
+						"group":     "garply.waldo",
+						"kind":      "Fred",
+						"name":      "fred-1",
+						"namespace": "default",
+					},
+				},
+			},
 		},
 		"metadata": Obj{
 			"name": "foo",
@@ -352,6 +410,19 @@ func Test_values(t *testing.T) {
 			newEachValue(t, 0, "type", "Provisioned"),
 			newEachValue(t, 1, "type", "Ready"),
 		}},
+		{name: "status_parents_conditions", each: &compiledGauge{
+			compiledCommon: compiledCommon{
+				path: mustCompilePath(t, "status", "parents", "[*]", "conditions"),
+				labelFromPath: map[string]valuePath{
+					"reason": mustCompilePath(t, "reason"),
+				},
+			},
+			ValueFrom: mustCompilePath(t, "status"),
+		}, wantResult: []eachValue{
+			newEachValue(t, 1, "reason", "AsExpected"),
+			newEachValue(t, 0, "reason", "NotReady"),
+			newEachValue(t, 0, "reason", "SyncError"),
+		}},
 		{name: "= expression matching", each: &compiledInfo{
 			compiledCommon: compiledCommon{
 				labelFromPath: map[string]valuePath{