He dabbled in ownership of the Baltimore Orioles, Texas Rangers, and St. Louis Cardinals before heading up the group that made a play to purchase the Reds. Castellini had previously owned a small part of the franchise until the mid-’80s. Prior to the purchase, the Reds had five straight losing seasons, one of the worst stretches in franchise history. Castellini replaced the team’s general manager almost immediately after the $270 million-dollar-deal closed, leading to a third place division finish in 2006. By 2010, the team won its first division title in well over a decade.