Pedzisa mutsara unotevera: Akagadzwa kuva lieutenant muna 1800, kubva mukupera kwa1801 kusvika muna 1803 Lieutenant Caldwell akanga ari mukuru wechikepe che"Constellation" munguva yokutanga ye"Constellation"
hondo neTripoli. Pakati pa 1803, akadzokera kuMediterranean ari mu brig "Siren" kuti atore rutivi mumamwe mabasa mukurwisana nehurumende iyoyo yeNorth Africa. Caldwell akazviratidza mumutambo wechikepe musi wa 7 Chikunguru 1804 uye akatorawo chikamu pakurwiswa musi wa 3 Nyamavhuvhu izvo zvakaguma nekubatwa kwezvikepe zvitatu zvakatorwa muNavy semabhoti. Chimwe cheizvi, Gunboat Nhamba 9, chaive pasi pehutungamiri hwaCaldwell apo boka reU.S. rakapfura zvakare Tripoli musi wa7 Nyamavhuvhu 1804. Paakanga achirwisana nebhatiri romuvengi, pfuti inopisa yakapinda mubhuku rake uye Gunboat Number 9 yakaputika. Lieutenant Caldwell nevamwe gumi nomumwe vakaurawa kana kuti vakakuvadzwa zvakaipisisa mukuputika kwacho.