The Chicago Cubs just won their first World Series in more than a century after shelling out nearly $300 million on big-name free agents in the offseason. But earlier this year, Donald Trump said the baseball team's owners were doing a "rotten job" running it.
In a contentious Republican presidential primary, the Ricketts family — the team's owners — gave millions to a super PAC aiming to derail Trump. Asked about the family in March after he tweeted that they should "be careful," Trump threatened to start buying ads to show how badly they ran the Cubs.
"I'll start taking ads telling what a rotten job they're doing with the Chicago Cubs," he told The Washington Post editorial board in March. "I mean, they are spending on me. I mean, so am I allowed to say that? I'll start doing ads about their baseball team. That it's not properly run or that they haven't done a good job in the brokerage business lately."
The Cubs went on to win the most games in Major League Baseball and win their first World Series since 1908.
The Ricketts family has since supported Trump in the general election, donating to a pro-Trump super PAC. The family, which made its fortune through investment banking in Chicago, has owned the Cubs since 2009.