The executive director of the Major League Baseball Players Association (MLBPA) recently resigned in the wake of two ongoing investigations involving an inappropriate relationship with a union employee and alleged improprieties related to union finances. Tony Clark, the now former MLBPA Chief, stepped down after serving more than twelve years as the union’s leader. Clark’s resignation comes on the eve of what is widely expected to be the most contentious and impactful collective bargaining negotiation between the league (the owners) and players’ union in more than a generation.