Tony Clark, who has served as the executive director of the Major League Baseball Players Association since 2013, is expected to resign amid ongoing federal investigations into his conduct and the union's financial dealings. The investigation, which began last summer and expanded in 2025, scrutinizes Clark's involvement with licensing money, including allegations of self-enrichment and undisclosed union spending on youth baseball initiatives under federal probe. Clark's resignation comes just weeks before critical collective bargaining negotiations for a new CBA, with many expecting a prolonged and contentious dispute. The union plans to appoint an interim leader, likely deputy director Bruce Meyer, to maintain stability during negotiations. Clark's tenure was marked by internal union conflicts, legal scrutiny, and resistance to proposals such as implementing a salary cap, which he and the union oppose. The timing of his departure raises questions about external pressures from ownership and the league, especially given the ongoing investigations and the upcoming labor talks.