Dee ihe na-aga n'ihu maka paragraf a - N'ịgbaso ire ya nke Marlins, Henry duziri ịzụta Boston Red Sox na ndị mmekọ Tom Werner na New York Times Company site na Yawkey Trust nke John Harrington duziri. Henry, dị ka onye isi nwe ya na Werner, dị ka onyeisi oche, chịkọtara otu ndị ọrụ n'ihu ụlọ ọrụ nke Larry Lucchino duziri na ebumnuche doro anya nke "ịkwụsị nkọcha nke Bambino". Ọ kpọkwara onye ọsụ ụzọ baseball sabermetrics Bill James, onye ọrụ ya ghọrọ onye ama ama mgbe ebipụtara "Moneyball" na 2003. Henry mezuru ihe mgbaru ọsọ mmeri ya na 2004 World Series, megide ndị Cardinals mbụ ọ hụrụ n'anya mgbe ọ bụ nwata, wee merie ndị Cardinals ọzọ na 2013. Ndị otu ahụ meriri World Series nke 2007 megide franchise nke Henry nwere ntinye aka tupu mgbasawanye, Rockies, na World Series nke 2018
megide ndị Dodgers. Ọ bụkwa ọrụ Henry ichebe ogige Fenway pụọ n'ihe ahụ na-emebi ihe. Ndị nwe Red Sox gara aga zubere iwu Fenway Park ọhụrụ n'akụkụ ọnụ ụzọ, mana Henry họọrọ idebe ma mezigharị (gụnyere oche ọhụrụ n'elu Green Monster) Fenway Park ugbu a, nke mere emume ncheta afọ 100 ya na 2012.