It was a scene that the late film critic Roger Ebert called “heart-warming” and marked a big break into film for the nation’s next president. While President-elect Trump appeared in the 1989 box office flop “Ghosts Can’t Do It,” it was his 1992 cameo in the holiday classic “Home Alone 2” that really opened the door to his future in Hollywood.
In the scene, a lost Kevin McCallister encounters the billionaire businessman as he attempts to navigate New York’s Plaza Hotel, a property Trump purchased in 1988. The brief exchange gave way to another 12 television and film credits for the future 45th president of the United States, including a 1995 Pizza Hut commercial.
In the spirit of the holiday season, watch Trump’s moment of charity for Macaulay Culkin.
A version of this story was originally published Dec. 14, 2015.