Major League Baseball has acquired a minority stake in Jomboy Media, the company founded by Jimmy "Jomboy" O'Brien, ending a four-year negotiation over intellectual property rights and content restrictions. The deal provides Jomboy Media with resources and access to MLB intellectual property whilst giving the league access to younger, digitally native audiences. Jomboy Media employs 64 people and generated over $10 million in annual revenue by 2024. O'Brien's YouTube channel has 2.20 million subscribers and 1.73 billion views, built on his distinctive breakdown videos using lip-reading and humorous commentary. The partnership includes content activations around major MLB events. The deal represents MLB's strategic shift towards creator-led content to engage Gen Z and Millennial viewers who consume sports differently from traditional broadcast audiences.

Zillow Group has signed a long-term partnership with Major League Baseball, becoming MLB's official real estate and home rentals marketplace provider. The deal includes national marketing campaigns across MLB Network, MLB.TV and Apple TV+, plus sponsorship of All-Star Week, postseason events and the Pennant Chase. Zillow also launched Zillow Preview on 17 March, a product that makes pre-market home listings publicly visible on Zillow and Trulia. Chief executive Jeremy Wacksman said the company believes real estate works best when information is open and accessible, allowing buyers to see all available options without being tied to specific brokerage firms. The technology-enabled real estate platform operates through websites and mobile applications, offering marketplaces for rentals, construction and property advertising, alongside transaction management software.

Major League Baseball faces significant changes as its collective bargaining agreement expires at the end of this season. MLB Players Association Interim Executive Director Bruce Meyer told ESPN a lockout is "all but guaranteed", with owners expected to push for a salary cap. Nine MLB teams announced new MLB-operated channels carried by DirecTV this week, following contract terminations with struggling FanDuel Sports Networks. MLB aims to control all 30 teams' local rights by 2028 to sell them as a national streaming package. The league's national media rights expire after the 2028 season, allowing potential redistribution. Commissioner Rob Manfred has suggested expanding to 32 teams and realigning geographically. Despite upheaval, baseball is thriving. Last year's World Series attracted over 50 million viewers, the most in 34 years. However, MLB's EBITDA margin sits under 2%, significantly below other major leagues.