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."
A lot of old 60s classics. John Wayne movies. For more chud adjacent I saw all the dirty Harry movies at a pretty young age. Watched Ben Hur and Planet of the Apes when I was pretty young too. Antony and Cleopatra with Liz Taylor. The Vikings with Tony Curtis and Kirk Douglas and Earnest Borgnine. That movie is still pretty good. Nice revenge arc. Edit: oh and the Blues Brothers. Even as a kid I knew it was awesome to see two misfits drive a beaten up cop car through a column of neo nazis.
For boomer TV shows I grew up with my dad singing the themes of Petticoat Junction, Addams Family, F Troop, old TV from before my time.