Whakaotihia te rerenga e whai ake nei: I muri i tana ako i te ture mo tetahi wa, ka uru a Woolsey ki te Navy hei kaitiaki kaipuke i te Paenga-whāwhā 9, 1800. Ko tana mahi tuatahi ko te frigate, i runga i a ia i haere ki West Indies i te tau 1800 me te tau 1801. I mahi ia i te wā poto i te
Ko te Pakanga Tuatahi o Barbary i mua noa o tana mutunga i te tau 1805. I te tau 1807, i whakawhiwhia te Woolsey hou ki a Washington, DC, i reira i whakawhanakehia ai e ia he waehere tohu mo te Navy.