In a few scenes, a train passes through the outfield of the stadium where the Bulls play. In the 1930s and 1940s, that was a common occurrence at ball parks used by teams in the Texas leagues.
This is the seventh movie adaptation of George Barr McCutcheon's 1902 novel; it's the eighth counting the Telugu film No! But Money Flows In (1954). Two more Indian versions have been made since then. The English-language adaptations with different titles are Three on a Spree (1961) and Miss Brewster's Millions (1926).
When Brewster flies the team out to New York, the Statue of Liberty is surrounded by scaffolding. This was part of a large-scale conservation and restoration effort that took place between 1984 and 1986, to be finished before the Statue's 100 year anniversary in 1986, with the intention of making the icon last into the next century.
Walter Hill was not known for his comedies, but he ended up getting the job based on the success of his direction of Eddie Murphy in 48 Hrs. (1982).
The movie has several connections with Walter Hill's earlier film 48 Hrs. (1982). The bar in which Montgomery and Spike start a brawl is called Torchy's, the same name of the bar Eddie Murphy shook down in 48 Hrs. (1982). This bar also appears in the film When a Stranger Calls (1979). The Torchy's waitress in this film, who phones in the brawl to the police is played by Margot Rose, who also appeared in 48 Hrs. (1982) as the girlfriend of a character who (we're told) used to tend bar at Torchy's. The car driven by Brewster's personal photographer is a sky-blue Cadillac convertible, the same type of heap driven by Nick Nolte. Also, 48 Hrs. (1982) was originally intended to co-star Richard Pryor when it was in development at Columbia Pictures during the late 1970s and early 1980s.