He is also a bit of a foodie. Though his Pirates have had 18 losing seasons in a row, Terry remains hopeful they'll raise the Jolly Roger more often than the white flag in 2011.
i don't know the actually meaning of "Pirates " and i feel this line "He is also a bit of a foodie" which means his a hobbyist of food,having no transition to the following line. why he used Though? maybe i am wrong.