diff --git a/internal/cli/release.go b/internal/cli/release.go
index fb8d678..56c5697 100644
--- a/internal/cli/release.go
+++ b/internal/cli/release.go
@@ -312,14 +312,36 @@ func releaseDeleteCmd() *cobra.Command {
 	return cmd
 }
 
+// uploadTagAndFile resolves the release tag and file for "release upload". The tag comes from --tag with the file as
+// the only argument, or from the first of two positional arguments.
+func uploadTagAndFile(flagTag string, args []string) (tag, file string, err error) {
+	if flagTag != "" {
+		if len(args) != 1 {
+			return "", "", fmt.Errorf("with --tag, expected one <file> argument, got %d", len(args))
+		}
+		return flagTag, args[0], nil
+	}
+	if len(args) != releaseAssetArgs {
+		return "", "", fmt.Errorf("expected <tag> <file> (or --tag <tag> <file>), got %d argument(s)", len(args))
+	}
+	return args[0], args[1], nil
+}
+
 func releaseUploadCmd() *cobra.Command {
-	return &cobra.Command{
-		Use:   "upload <tag> <file>",
+	var flagTag string
+
+	cmd := &cobra.Command{
+		Use:   "upload (<tag> <file> | --tag <tag> <file>)",
 		Short: "Upload an asset to a release",
-		Args:  cobra.ExactArgs(releaseAssetArgs),
+		Args: func(cmd *cobra.Command, args []string) error {
+			_, _, err := uploadTagAndFile(flagTag, args)
+			return err
+		},
 		RunE: func(cmd *cobra.Command, args []string) error {
-			tag := args[0]
-			filePath := args[1]
+			tag, filePath, err := uploadTagAndFile(flagTag, args)
+			if err != nil {
+				return err
+			}
 
 			forge, owner, repoName, _, err := resolve.Repo(flagRepo, flagForgeType)
 			if err != nil {
@@ -349,6 +371,9 @@ func releaseUploadCmd() *cobra.Command {
 			return nil
 		},
 	}
+
+	cmd.Flags().StringVar(&flagTag, "tag", "", "Tag name of the release (alternative to the positional <tag>)")
+	return cmd
 }
 
 func releaseDownloadCmd() *cobra.Command {
diff --git a/internal/cli/release_test.go b/internal/cli/release_test.go
index ee682ad..0565b8f 100644
--- a/internal/cli/release_test.go
+++ b/internal/cli/release_test.go
@@ -68,3 +68,47 @@ func TestReleaseSubcommands(t *testing.T) {
 		}
 	}
 }
+
+func TestReleaseUploadTagFlag(t *testing.T) {
+	cmd := releaseUploadCmd()
+
+	f := cmd.Flags().Lookup("tag")
+	if f == nil {
+		t.Fatal("expected --tag flag to exist")
+	}
+	if f.Value.Type() != "string" {
+		t.Errorf("expected --tag to be string, got %s", f.Value.Type())
+	}
+}
+
+func TestUploadTagAndFile(t *testing.T) {
+	tests := []struct {
+		name     string
+		flagTag  string
+		args     []string
+		wantTag  string
+		wantFile string
+		wantErr  bool
+	}{
+		{name: "positional tag and file", args: []string{"v1.0.0", "app.zip"}, wantTag: "v1.0.0", wantFile: "app.zip"},
+		{name: "tag flag and file", flagTag: "v1.0.0", args: []string{"app.zip"}, wantTag: "v1.0.0", wantFile: "app.zip"},
+		{name: "tag flag with positional tag too", flagTag: "v1.0.0", args: []string{"v1.0.0", "app.zip"}, wantErr: true},
+		{name: "no tag at all", args: []string{"app.zip"}, wantErr: true},
+		{name: "no arguments", wantErr: true},
+		{name: "tag flag without a file", flagTag: "v1.0.0", wantErr: true},
+		{name: "too many positional arguments", args: []string{"v1.0.0", "a.zip", "b.zip"}, wantErr: true},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			tag, file, err := uploadTagAndFile(tt.flagTag, tt.args)
+			if (err != nil) != tt.wantErr {
+				t.Fatalf("uploadTagAndFile(%q, %v) error = %v, wantErr %v", tt.flagTag, tt.args, err, tt.wantErr)
+			}
+			if tag != tt.wantTag || file != tt.wantFile {
+				t.Errorf("uploadTagAndFile(%q, %v) = (%q, %q), want (%q, %q)",
+					tt.flagTag, tt.args, tag, file, tt.wantTag, tt.wantFile)
+			}
+		})
+	}
+}