diff --git a/replay/json_match.go b/replay/json_match.go
index 15804f0..e86d450 100644
--- a/replay/json_match.go
+++ b/replay/json_match.go
@@ -17,13 +17,27 @@ package replay
 import (
 	"encoding/json"
 	"fmt"
+	"q"
 	"sort"
+	"strings"
 	"testing"
 
 	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
 )
 
+type jsonMatchOptions struct {
+	UnorderedArrayPaths map[string]bool
+}
+
+type JSONMatchOption func(*jsonMatchOptions)
+
+func WithUnorderedArrayPaths(unorderedArrayPaths map[string]bool) JSONMatchOption {
+	return func(opts *jsonMatchOptions) {
+		opts.UnorderedArrayPaths = unorderedArrayPaths
+	}
+}
+
 type testingT interface {
 	assert.TestingT
 	require.TestingT
@@ -41,18 +55,24 @@ func AssertJSONMatchesPattern(
 	t *testing.T,
 	expectedPattern json.RawMessage,
 	actual json.RawMessage,
+	opts ...JSONMatchOption,
 ) {
-	assertJSONMatchesPattern(t, expectedPattern, actual)
+	assertJSONMatchesPattern(t, expectedPattern, actual, opts...)
 }
 
 func assertJSONMatchesPattern(
 	t testingT,
 	expectedPattern json.RawMessage,
 	actual json.RawMessage,
+	opts ...JSONMatchOption,
 ) {
-
 	var p, a interface{}
 
+	options := jsonMatchOptions{}
+	for _, opt := range opts {
+		opt(&options)
+	}
+
 	if err := json.Unmarshal(expectedPattern, &p); err != nil {
 		require.NoError(t, err)
 	}
@@ -91,6 +111,15 @@ func assertJSONMatchesPattern(
 					path, len(pp), prettyJSON(t, a))
 				return
 			}
+			q.Q(path, options.UnorderedArrayPaths)
+			if options.UnorderedArrayPaths[path] {
+				sort.SliceStable(aa, func(i, j int) bool {
+					return strings.Compare(
+						fmt.Sprintf("%v", aa[i]),
+						fmt.Sprintf("%v", aa[j]),
+					) < 0
+				})
+			}
 			for i, pv := range pp {
 				av := aa[i]
 				match(fmt.Sprintf("%s[%d]", path, i), pv, av)
diff --git a/replay/json_match_test.go b/replay/json_match_test.go
index e0ec18c..2ac39da 100644
--- a/replay/json_match_test.go
+++ b/replay/json_match_test.go
@@ -29,6 +29,23 @@ func TestJsonMatch(t *testing.T) {
 	AssertJSONMatchesPattern(t, []byte(`{"\\": "*"}`), []byte(`"*"`))
 	AssertJSONMatchesPattern(t, []byte(`[1, "*", 3]`), []byte(`[1, 2, 3]`))
 	AssertJSONMatchesPattern(t, []byte(`{"foo": "*", "bar": 3}`), []byte(`{"foo": 1, "bar": 3}`))
+	AssertJSONMatchesPattern(t, []byte(`[1, 2, 3]`), []byte(`[1, 3, 2]`),
+		WithUnorderedArrayPaths(map[string]bool{"#": true}))
+	AssertJSONMatchesPattern(t,
+		[]byte(`[{"key1":"val"}, {"key2":"val"}]`),
+		[]byte(`[{"key2":"val"}, {"key1":"val"}]`),
+		WithUnorderedArrayPaths(map[string]bool{"#": true}),
+	)
+	AssertJSONMatchesPattern(t,
+		[]byte(`[{"key":"val1"}, {"key":"val2"}]`),
+		[]byte(`[{"key":"val2"}, {"key":"val1"}]`),
+		WithUnorderedArrayPaths(map[string]bool{"#": true}),
+	)
+	AssertJSONMatchesPattern(t,
+		[]byte(`{"arr":[{"key":"val1"}, {"key":"val2"}]}`),
+		[]byte(`{"arr":[{"key":"val2"}, {"key":"val1"}]}`),
+		WithUnorderedArrayPaths(map[string]bool{`#["arr"]`: true}),
+	)
 }
 
 func TestJsonListLengthMistmatch(t *testing.T) {
diff --git a/replay/replay.go b/replay/replay.go
index 0943097..fe022a0 100644
--- a/replay/replay.go
+++ b/replay/replay.go
@@ -181,6 +181,11 @@ func replay[Req protoreflect.ProtoMessage, Resp protoreflect.ProtoMessage](
 	assert.NoError(t, err)
 
 	resp, err := serve(ctx, req)
+	if err != nil && entry.Errors != nil {
+		assert.Equal(t, *entry.Errors, err.Error())
+		return
+	}
+
 	require.NoError(t, err)
 
 	bytes, err := jsonpb.Marshal(resp)
@@ -188,7 +193,7 @@ func replay[Req protoreflect.ProtoMessage, Resp protoreflect.ProtoMessage](
 
 	var expected, actual json.RawMessage = entry.Response, bytes
 
-	AssertJSONMatchesPattern(t, expected, actual)
+	AssertJSONMatchesPattern(t, expected, actual, WithUnorderedArrayPaths(map[string]bool{`#["failures"]`: true}))
 }
 
 // ReplayFile executes ReplaySequence on all pulumirpc.ResourceProvider events found in the file produced with
@@ -236,4 +241,5 @@ type jsonLogEntry struct {
 	Method   string          `json:"method"`
 	Request  json.RawMessage `json:"request,omitempty"`
 	Response json.RawMessage `json:"response,omitempty"`
+	Errors   *string         `json:"errors,omitempty"`
 }