Whakaotihia te rerenga e whai ake nei: I te mutunga o te tau 1802, i tohua a Woodriff hei rangatira mo te, he kaipuke 50-gun i patu "en flute", a kua rite ki te kawe i nga herehere. I haere rātau ki Port Phillip i te Bass Strait, i te pito tonga o Ahitereiria, me te whakaaro ki te whakatū i tētahi kāinga ki reira i raro i te whakahau a David Collins. I rere a "Calcutta" mai i Spithead i te 28 o Aperira 1803, i te taha o te kaipuke "Ocean", i tae atu ki Rio de Janeiro i te Hurae, me te Cape of Good Hope i Akuhata, ka tae ki to raatau waahi i te Oketopa. Katahi ka rere a "Calcutta" ki Port Jackson ki te tango i tetahi kawenga rakau. I a ia i Hīnei, ka āwhina a Woodriff me te kapa o "Calcutta" ki te whakakore i te
Te tutu o te hunga herehere o Castle Hill. Mo taua mahi, i whakawhiwhia a Woodriff ki tetahi whenua tata ki Penrith, New South Wales i te tau 1804.