diff --git a/pkg/synchronization/endpoint/remote/server.go b/pkg/synchronization/endpoint/remote/server.go
index a8f92a14..6735104c 100644
--- a/pkg/synchronization/endpoint/remote/server.go
+++ b/pkg/synchronization/endpoint/remote/server.go
@@ -6,6 +6,8 @@ import (
 	"errors"
 	"fmt"
 	"io"
+	"os"
+	"path/filepath"
 
 	"google.golang.org/protobuf/proto"
 
@@ -33,6 +35,31 @@ type endpointServer struct {
 	decoder *encoding.ProtobufDecoder
 }
 
+// ensureSynchronizationRootParentExists ensures that the parent directory chain
+// for a synchronization root exists if the root itself doesn't already exist.
+func ensureSynchronizationRootParentExists(root string) error {
+	// If the synchronization root already exists, then there's nothing to do.
+	if _, err := os.Lstat(root); err == nil {
+		return nil
+	} else if !os.IsNotExist(err) {
+		return fmt.Errorf("unable to query synchronization root: %w", err)
+	}
+
+	// Compute the parent directory. If the root is a filesystem root, then
+	// there's no higher-level directory hierarchy to create.
+	parent := filepath.Dir(root)
+	if parent == root {
+		return nil
+	}
+
+	// Create any missing parent directories using standard mkdir -p semantics.
+	if err := os.MkdirAll(parent, 0777); err != nil {
+		return fmt.Errorf("unable to create synchronization root parent directory hierarchy: %w", err)
+	}
+
+	return nil
+}
+
 // ServeEndpoint creates and serves a endpoint server on the specified stream.
 // It enforces that the provided stream is closed by the time this function
 // returns, regardless of failure. The provided stream must unblock read and
@@ -104,6 +131,18 @@ func ServeEndpoint(logger *logging.Logger, stream io.ReadWriteCloser) error {
 		request.Root = r
 	}
 
+	// For remote beta endpoints, ensure that the synchronization root's parent
+	// directory chain exists so that a missing directory root can be created by
+	// the normal transition logic.
+	if !request.Alpha {
+		if err := ensureSynchronizationRootParentExists(request.Root); err != nil {
+			err = fmt.Errorf("unable to prepare synchronization root parent directory hierarchy: %w", err)
+			encoder.Encode(&InitializeSynchronizationResponse{Error: err.Error()})
+			flusher.Flush()
+			return err
+		}
+	}
+
 	// Create the underlying endpoint. If it fails to create, then send a
 	// failure response and abort. If it succeeds, then defer its closure.
 	endpoint, err := local.NewEndpoint(
diff --git a/pkg/synchronization/endpoint/remote/server_test.go b/pkg/synchronization/endpoint/remote/server_test.go
index 102110c6..2cbe1f5a 100644
--- a/pkg/synchronization/endpoint/remote/server_test.go
+++ b/pkg/synchronization/endpoint/remote/server_test.go
@@ -1,3 +1,34 @@
 package remote
 
-// TODO: Implement.
+import (
+	"os"
+	"path/filepath"
+	"testing"
+)
+
+func TestEnsureSynchronizationRootParentExistsCreatesMissingParentsOnly(t *testing.T) {
+	root := filepath.Join(t.TempDir(), "missing", "parent", "root")
+
+	if err := ensureSynchronizationRootParentExists(root); err != nil {
+		t.Fatalf("unable to ensure parent hierarchy: %v", err)
+	}
+
+	if _, err := os.Stat(filepath.Dir(root)); err != nil {
+		t.Fatalf("parent directory hierarchy not created: %v", err)
+	}
+
+	if _, err := os.Stat(root); !os.IsNotExist(err) {
+		t.Fatalf("synchronization root should not be created directly, err: %v", err)
+	}
+}
+
+func TestEnsureSynchronizationRootParentExistsNoopIfRootExists(t *testing.T) {
+	root := filepath.Join(t.TempDir(), "root")
+	if err := os.Mkdir(root, 0700); err != nil {
+		t.Fatalf("unable to create test root: %v", err)
+	}
+
+	if err := ensureSynchronizationRootParentExists(root); err != nil {
+		t.Fatalf("unable to ensure parent hierarchy for existing root: %v", err)
+	}
+}