Where Are They Now: Steve Swindal

Five years ago, Steve Swindal was the heir apparent to the Yankees. The husband of Jennifer Steinbrenner and a general partner of the team since 1998, Swindal had been appointed George Steinbrenner’s successor back in 2005. That plan changed in early-2007, when he was arrested for DUI and Jennifer filed for divorce a month later. The team bought out his ownership stake that November, and The Boss instead handed the reigns to his son Hal.

After his time with the Yankees ended, Swindal served as the head of a marine towing company in Florida for a while. He’s now back in baseball though, having launched a youth academy in the Dominican Republic with Abel Guerra (the Yanks’ former VP of International Ops) and Hans Hertell (former U.S. ambassador to the D.R.) in 2009 according CBS New York. They house, feed, train, and educate young prospects in exchange for a portion of their future signing bonuses. More than 40 prospects have gone on to sign with a big league club after a stint at Swindal’s academy. “[It’s] the nicest academy of any agent,” said Rafael Perez, MLB’s director of Dominican operations. “And they produce a lot of players.”

Swindal’s son still works for the team in stadium operations (in the Bronx), and his daughter Haley sings the national anthem before games a few times a year. There doesn’t appear to be any animosity on either side, and in fact Swindal was at the club’s Spring Training complex last weekend. “I’m always going be pulling for the Yankees,” he said. “That’s never going to go away.”

As Ben wrote soon after the DUI and divorce, Swindal was seen as the perfect heir to Steinbrenner’s throne back then. “Swindal was everything that George was and more,” he wrote. “He exhibited the same win-at-all-monetary-costs attitude that Yankee fans have come to crave, but he also exhibited a whole lot of Baseball Smarts. He knew the value of constructing a Major League team through sound investment and an organization that could develop a steady stream of home-grown players to complement the free agent signings.”

That all sounds well and good, but we’ll never know how the course of Yankees history would have changed had Swindal taken over the team as planned rather than Hal. Perhaps all this talk of getting under the luxury tax threshold in 2014 would not exist, or perhaps the reduced payroll would have happened years ago. It’s hard to complain about the team right now, but there’s still that what-if element. “It’s a strange turn,” said Swindal to CBSNY. “Life is going to be full of turns and changes. It’s how you deal with it that’s important. I had the best ten years of my life with the Yankees, of my professional life. I don’t regret a minute of it.”

[h/t HBT]