Rubuta ci gaba ga wannan sakin layi - Bayan sayar da Marlins, Henry ya jagoranci siyan Boston Red Sox tare da abokan hulɗa Tom Werner da Kamfanin New York Times daga Yawkey Trust wanda John Harrington ke jagoranta. Henry, a matsayin babban mai shi kuma Werner, a matsayin shugaban, sun haɗu da ƙungiyar ofishin gaba da Larry Lucchino ke jagoranta tare da maƙasudin maƙasudin "karya la'anar Bambino". Har ila yau, ya hayar da majagaba na baseball sabermetrics Bill James, wanda aikinsa ya zama sananne bayan wallafa "Moneyball" a 2003. Henry ya cimma burin gasar zakarun duniya a gasar cin kofin duniya ta 2004, a kan tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tsohuwar tso Har ila yau, kungiyar ta lashe gasar cin kofin duniya ta 2007 a kan wani kamfani wanda Henry ke da hannu a gaban fadadawa, Rockies, da kuma gasar cin kofin duniya ta 2018.
a kan Dodgers. Har ila yau Henry yana da alhakin ceton Fenway Park daga ƙwallon ƙwallon ƙafa. Masu mallakar Red Sox da suka gabata sun shirya gina sabon filin Fenway Park kusa da su, amma Henry ya zaɓi ya ci gaba da gyara (ciki har da sabbin kujeru a kan Green Monster) Fenway Park na yanzu, wanda ya yi bikin cika shekaru ɗari a cikin 2012.