Younger Hexbears, if the spirit of boomerdom visited your household, boomer is more a state of mind than a specific birth year, so feel free to share your stories too.
There are some obviously better-known movies like Wall Street, but I remember an obscure one called "Let It Ride" that was played on tape over and over and over again so many times that it was like the theme song of the household for a while. It was a Richard Dreyfuss film about a gambling addicted asshole who seeks to triumph over his gambling problems by... gambling. Until he gets vibes about winning and then wins at gambling. 
As a boomer bonus it portrays The Wife as a bad person because she's... upset at the protagonist's gambling addition. Oh yeah and she suspects he's eager to commit some adultery. How dare she... the way to show her is to have a much younger love interest that is totally into the protagonist because he starts to win at gambling! 
For anyone that has had gambling-addicted boomer parents, the kind that thought a fun outing for the kids was going to the racetrack, or to Vegas, you may have similar stories of poverty perpetuated because your 
also liked to "Let It Ride."
My dad was really into Gran Turismo when I was a kid.
He also religiously watched the Red Green Show but I think he was too dumb to really understand that the show was, at times, making fun of guys like him.