diff --git a/expr_test.go b/expr_test.go
index 4cb1902a5..507729947 100644
--- a/expr_test.go
+++ b/expr_test.go
@@ -1204,6 +1204,21 @@ func TestExpr_fetch_from_func(t *testing.T) {
 	assert.Contains(t, err.Error(), "cannot fetch Value from func()")
 }
 
+func TestExpr_fetch_from_interface(t *testing.T) {
+	type FooBar struct {
+		Value string
+	}
+	foobar := &FooBar{"waldo"}
+	var foobarAny any = foobar
+	var foobarPtrAny any = &foobarAny
+
+	res, err := expr.Eval("foo.Value", map[string]any{
+		"foo": foobarPtrAny,
+	})
+	assert.NoError(t, err)
+	assert.Equal(t, "waldo", res)
+}
+
 func TestExpr_map_default_values(t *testing.T) {
 	env := map[string]any{
 		"foo": map[string]string{},
diff --git a/test/deref/deref_test.go b/test/deref/deref_test.go
index 4af128bde..283631c0d 100644
--- a/test/deref/deref_test.go
+++ b/test/deref/deref_test.go
@@ -137,3 +137,66 @@ func TestDeref_multiple_pointers(t *testing.T) {
 		require.Equal(t, 44, output)
 	})
 }
+
+func TestDeref_pointer_of_interface(t *testing.T) {
+	v := 42
+	a := &v
+	b := any(a)
+	c := any(&b)
+	t.Run("returned as is", func(t *testing.T) {
+		output, err := expr.Eval(`c`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, c, output)
+		require.IsType(t, (*interface{})(nil), output)
+	})
+	t.Run("+ works", func(t *testing.T) {
+		output, err := expr.Eval(`c+2`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, 44, output)
+	})
+}
+
+func TestDeref_nil(t *testing.T) {
+	var b *int = nil
+	c := &b
+	t.Run("returned as is", func(t *testing.T) {
+		output, err := expr.Eval(`c`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, c, output)
+		require.IsType(t, (**int)(nil), output)
+	})
+	t.Run("== nil works", func(t *testing.T) {
+		output, err := expr.Eval(`c == nil`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, true, output)
+	})
+}
+
+func TestDeref_nil_in_pointer_of_interface(t *testing.T) {
+	var a *int32 = nil
+	b := any(a)
+	c := any(&b)
+	t.Run("returned as is", func(t *testing.T) {
+		output, err := expr.Eval(`c`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, c, output)
+		require.IsType(t, (*interface{})(nil), output)
+	})
+	t.Run("== nil works", func(t *testing.T) {
+		output, err := expr.Eval(`c == nil`, map[string]any{
+			"c": c,
+		})
+		require.NoError(t, err)
+		require.Equal(t, true, output)
+	})
+}
diff --git a/vm/runtime/runtime.go b/vm/runtime/runtime.go
index 98c34f5d8..406f85096 100644
--- a/vm/runtime/runtime.go
+++ b/vm/runtime/runtime.go
@@ -8,6 +8,14 @@ import (
 	"reflect"
 )
 
+func deref(kind reflect.Kind, value reflect.Value) (reflect.Kind, reflect.Value) {
+	for kind == reflect.Ptr || kind == reflect.Interface {
+		value = value.Elem()
+		kind = value.Kind()
+	}
+	return kind, value
+}
+
 func Fetch(from, i any) any {
 	v := reflect.ValueOf(from)
 	kind := v.Kind()
@@ -28,10 +36,8 @@ func Fetch(from, i any) any {
 	// Structs, maps, and slices can be access through a pointer or through
 	// a value, when they are accessed through a pointer we don't want to
 	// copy them to a value.
-	if kind == reflect.Ptr {
-		v = reflect.Indirect(v)
-		kind = v.Kind()
-	}
+	// De-reference everything if necessary (interface and pointers)
+	kind, v = deref(kind, v)
 
 	// TODO: We can create separate opcodes for each of the cases below to make
 	// the little bit faster.
@@ -145,27 +151,13 @@ func Deref(i any) any {
 
 	v := reflect.ValueOf(i)
 
-	if v.Kind() == reflect.Interface {
+	for v.Kind() == reflect.Ptr || v.Kind() == reflect.Interface {
 		if v.IsNil() {
-			return i
+			return nil
 		}
 		v = v.Elem()
 	}
 
-loop:
-	for v.Kind() == reflect.Ptr {
-		if v.IsNil() {
-			return i
-		}
-		indirect := reflect.Indirect(v)
-		switch indirect.Kind() {
-		case reflect.Struct, reflect.Map, reflect.Array, reflect.Slice:
-			break loop
-		default:
-			v = v.Elem()
-		}
-	}
-
 	if v.IsValid() {
 		return v.Interface()
 	}