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setWindowFilePath
を使うとプロキシアイコンを出せるようになるので、使ってみた。あと、macOSのHIGではウィンドウタイトルには書類名のみを表示したほうが良さそうなので、そのようにした。
New workspace
Saved workspace
もう少し工夫するなら -[NSFileManager displayNameAtPath:] を使ってFinder設定を考慮して拡張子を削ったりするのも良いかも。とはいえ、開発者ツールを使うような人は拡張子非表示にするのかな、とも思うが、文化を良く知らないのでなんとも。