diff --git a/docs/pages/configuration/dev/connections/file-sync.mdx b/docs/pages/configuration/dev/connections/file-sync.mdx
index 348e8994d3..a2c2e4328a 100644
--- a/docs/pages/configuration/dev/connections/file-sync.mdx
+++ b/docs/pages/configuration/dev/connections/file-sync.mdx
@@ -294,6 +294,12 @@ The `initialSync` option expects a string with an initial sync strategy. The fol
 
 `disabled` disabled the initial sync completely
 
+:::caution Remote-preferred conflicts
+When resolving an initial-sync conflict, `mirrorRemote` and `preferRemote` replace the local file even if its last-modified timestamp is newer than the container file's timestamp. Save any local changes you want to keep before starting the sync. Use `preferNewest` to resolve conflicts by modification time instead.
+
+This remote preference applies only to initial sync. Subsequent downloads retain the normal protection against overwriting newer local edits.
+:::
+
 ```yaml
 deployments:
   app-backend:
diff --git a/pkg/devspace/sync/initial_test.go b/pkg/devspace/sync/initial_test.go
new file mode 100644
index 0000000000..9796cffedd
--- /dev/null
+++ b/pkg/devspace/sync/initial_test.go
@@ -0,0 +1,105 @@
+package sync
+
+import (
+	"context"
+	"net"
+	"os"
+	"path/filepath"
+	"testing"
+	"time"
+
+	"github.com/loft-sh/devspace/helper/remote"
+	"github.com/loft-sh/devspace/helper/server"
+	"github.com/loft-sh/devspace/pkg/devspace/config/versions/latest"
+	"github.com/loft-sh/devspace/pkg/util/log"
+)
+
+func TestInitialSyncRemotePreference(t *testing.T) {
+	for _, testCase := range []struct {
+		strategy latest.InitialSyncStrategy
+		want     string
+	}{
+		{latest.InitialSyncStrategyMirrorRemote, "remote"},
+		{latest.InitialSyncStrategyPreferRemote, "remote"},
+		{latest.InitialSyncStrategyPreferNewest, "local"},
+		{latest.InitialSyncStrategyMirrorLocal, "local"},
+		{latest.InitialSyncStrategyPreferLocal, "local"},
+		{latest.InitialSyncStrategyKeepAll, "local"},
+		{latest.InitialSyncStrategyDisabled, "local"},
+	} {
+		t.Run(string(testCase.strategy), func(t *testing.T) {
+			local, remotePath := t.TempDir(), t.TempDir()
+			localFile := filepath.Join(local, "conflict.txt")
+			remoteFile := filepath.Join(remotePath, "conflict.txt")
+			writeFile := func(filename, content string, modified time.Time) {
+				t.Helper()
+				if err := os.WriteFile(filename, []byte(content), 0644); err != nil {
+					t.Fatal(err)
+				}
+				if err := os.Chtimes(filename, modified, modified); err != nil {
+					t.Fatal(err)
+				}
+			}
+			writeFile(localFile, "local", time.Unix(2000000000, 0))
+			writeFile(remoteFile, "remote", time.Unix(1700000000, 0))
+
+			client, err := NewSync(context.Background(), local, Options{
+				InitialSync:      testCase.strategy,
+				UpstreamDisabled: true,
+				Log:              log.Discard,
+			})
+			if err != nil {
+				t.Fatal(err)
+			}
+			t.Cleanup(func() { client.Stop(nil) })
+			// Download-only sync still marks the upstream initial-sync state complete.
+			client.upstream = &upstream{}
+
+			clientConn, serverConn := net.Pipe()
+			t.Cleanup(func() {
+				_ = clientConn.Close()
+				_ = serverConn.Close()
+			})
+			go func() {
+				if err := server.StartDownstreamServer(serverConn, serverConn, &server.DownstreamOptions{
+					RemotePath: remotePath,
+					Polling:    true,
+				}); err != nil {
+					panic(err)
+				}
+			}()
+			if err := client.InitDownstream(clientConn, clientConn); err != nil {
+				t.Fatal(err)
+			}
+			uploadDone := make(chan struct{})
+			if err := client.initialSync(uploadDone, nil); err != nil {
+				t.Fatal(err)
+			}
+			<-uploadDone
+			content, err := os.ReadFile(localFile)
+			if err != nil {
+				t.Fatal(err)
+			}
+			if string(content) != testCase.want {
+				t.Errorf("initial sync: got %q, want %q", content, testCase.want)
+			}
+
+			// Later downloads must continue to protect a newer, pending local edit.
+			writeFile(localFile, "pending local edit", time.Unix(2000000000, 0))
+			writeFile(remoteFile, "later remote edit", time.Unix(1700000001, 0))
+			if err := client.downstream.applyChanges([]*remote.Change{{
+				ChangeType: remote.ChangeType_CHANGE,
+				Path:       "/conflict.txt",
+			}}, false); err != nil {
+				t.Fatal(err)
+			}
+			content, err = os.ReadFile(localFile)
+			if err != nil {
+				t.Fatal(err)
+			}
+			if string(content) != "pending local edit" {
+				t.Errorf("normal sync overwrote a newer local edit: %q", content)
+			}
+		})
+	}
+}
diff --git a/pkg/devspace/sync/sync.go b/pkg/devspace/sync/sync.go
index 251021ffec..57936efb79 100644
--- a/pkg/devspace/sync/sync.go
+++ b/pkg/devspace/sync/sync.go
@@ -275,6 +275,12 @@ func (s *Sync) startDownstream() {
 }
 
 func (s *Sync) initialSync(onInitUploadDone chan struct{}, onInitDownloadDone chan struct{}) error {
+	// Remote preference overrides mtimes only during initial sync, not while watching.
+	s.downstream.unarchiver.forceOverride = s.Options.InitialSync == latest.InitialSyncStrategyMirrorRemote || s.Options.InitialSync == latest.InitialSyncStrategyPreferRemote
+	defer func() {
+		s.downstream.unarchiver.forceOverride = false
+	}()
+
 	initialSync := newInitialSyncer(&initialSyncOptions{
 		LocalPath: s.LocalPath,
 		Strategy:  s.Options.InitialSync,