If Baron Bertram Graywater enters under your control and is itself a token, its own ability will trigger and you’ll create a Vampire Rogue token. If you also control a nontoken Baron Bertram Graywater, that one’s ability will also trigger, netting you another Vampire Rogue. Of course, both Barons Bertram Graywater are legendary, so one Baron Bertram Graywater will soon be taking their leave. Farewell, Baron Bertram Graywater.