Rubuta ci gaba ga wannan sakin layi - Ya shiga rundunar sojan ruwa a matsayin mai tsaron gida a ranar 1 ga Fabrairun 1827, ya zama mai tsaron gida, 10 ga Yuni, 1833, kuma an ba shi izinin zama laftanan a ranar 9 ga Fabrairu, 1839. A lokacin yakin Mexico ya shiga cikin tafiye-tafiye a kan Tabasco, Tampico, da Tuxpan, kuma ya kasance a faduwar Vera Cruz
Ka yi haƙuri. Saboda jaruntakarsa a cikin aikin an ba shi izinin zama kwamandan schooner, wanda aka kama a Tampico a watan Nuwamba 1846 kuma aka karɓa, amma ba shi da kayan aiki sosai kuma ya ɓace a kan wani dutse mai zurfi a Vera Cruz a ranar 16 ga Disamba, 1846. Yayin da yake aiki a Tabasco a lokacin yakin Mexican-American, Commodore Matthew Perry ya yaba masa saboda ƙarfin hali a cikin aikin. Ya raba gidan jirgi tare da abokin gaba na gaba, Raphael Semmes. Jami'an biyu sun yi aiki tare a kan, Semmes a matsayin ma'aikacin jirgin ruwa na jirgin ruwa da Winslow a matsayin jami'in sashen. Duk da haka, su biyun ba su taɓa ambaton wannan gaskiyar a cikin tarihin rayuwarsu ba.