Paul Toboni

As the Red Sox continue to search for a new head of baseball operations after firing Chaim Bloom last month, names continue to emerge as potential candidates. One of the names receiving the most attention as things stand is former Astros GM James Click, who won the World Series with the club last year before parting ways with the organization last offseason.

A pursuit of Click is not without its complications, however. MassLive.com’s Chris Cotillo, while confirming Boston’s interest in Click for their top job, discusses some of the potential roadblocks that could leave Click’s interest in the role in doubt. Perhaps most notably, Cotillo points out the longtime friendship Click has with Bloom, noting that Bloom is the one who pushed the Rays to hire Click for his first job in a big league front office. While Cotillo makes clear that it seems unlikely Bloom would actively push Click away from interviewing for the position, he does note that the longstanding relationship between the two could give Click unique insight to the potential pitfalls of the position, particularly after Bloom’s sudden exit toward the end of the season.

Beyond Click’s relationship with Bloom, Cotillo notes a number of similarities between the Red Sox and Astros organizational structures that could turn him away from interest in Boston’s top job. After all, Click’s relationship with the Astros deteriorated in part thanks to his relationships with the club’s influential, strong-willed manager in Dusty Baker, and hands-on owner Jim Crane. Meanwhile, Red Sox manager Alex Cora is known to have a voice in Red Sox front office, including playing a role in the hiring process for the club’s next GM, and Cotillo notes that Red Sox ownership has had philosophical disputes with the front office across several regimes over the past decade.

Of course, Click is far from the only known candidate for the position. In terms of other external candidates, reports indicated earlier today that Twins GM Thad Levine, former Pirates GM Neal Huntington, and Cubs assistant GM Craig Breslow have all already interviewed for the role. That being said, the club has also involved internal candidates in their search. Assistant GM Eddie Romero is known to have previously interviewed for the position, with some reporting describing him as the “internal favorite.” According to Alex Speier of the Boston Globe, however, Romero is not the only internal candidate to be interviewed with both assistant GM Mike Groopman and VP of amateur scouting & player development Paul Toboni also having sat down for interviews with the organization. Cotillo adds that Toboni in particular is viewed as a “potential dark horse” in the running for Boston’s top job.

One internal candidate who won’t be interviewing for the position is assistant GM Raquel Ferreira, who declined the opportunity to interview for the position. As relayed by Cotillo, Ferreira cited family reasons in her decision not to interview for the club’s top job, and will remain in her current role in the organization. Ferreira has previously interviewed for top baseball operations jobs in other organizations, and did not close the door on pursuing a top front office job in the future, noting that “things could be different for me a year or two from now.”