Top Five Movies About People In Worse Tax Situations Than You

BlogHer Original Post

If tax day has you wanting to crawl into a corner, consider the next best thing: curling up on the couch with a good movie and your knitting/wine/SO and getting lost in the troubles of strangers.

Here's my list of the best movies about people who are hopefully in worse situations with the IRS than you are...

5. The Blues Brothers (1980)

Way back in good 'ol 1980, ex-con with a heart of gold Jake Blues got the band back together and hit the road with his brother Elwood to save their childhood orphanage from...dum dum dum...UNPAID BACK TAXES. Singing, dancing, and unbelievable cameos ensue.

4. The Untouchables (1987)

Brian De Palma's love letter to the fall of Al Capone chronicles all the things Capone got away with before Federal Agent Eliot Ness finally nailed him on a lax approach to tax paying. Kevin Costner and Robert DeNiro are at their finest, and Ennio Morricone's score is the cherry on top of this tax-evasion sundae.

3. Stranger Than Fiction (2006)

In this chizarrming (that's a hybrid of charming and bizarre) love story about a guy who finds himself able to hear his life's omniscient narrator only to discover that she plans to off him in not-so-many pages, the one thing Will Ferrell's Harold Crick isn't plagued with is tax troubles. Crick himself actually IS the tax man, assigned to audit a spirited baker played by Maggie Gyllenhaal, who has some...er...strong opinions about paying the piper.

2. Happy Gilmore (1996)

A fresh-faced Adam Sandler plays Happy Gilmore who in addition to taking his slap shot to the golfing green to save his Grandma's house from being repo'd by the IRS, (Slap Shot! another tax movie!) also goes mano-a-mano with a foul-mouthed Bob Barker, and gets lucky with the future mom from Modern Family (Julie Bowen).

1. Gone with the Wind (1939)

Yep, even Scarlett O'Hara owes her famous eyebrow furrow -- and quite a bit of money -- to the tax man, and with God as her witness...she isn't about to hand over her beloved plantation "Tara" to the powers that be. You would think the Civil War might have helped her put a thing or two in perspective...


Wow, I feel better just having thought about all of those movies. How about you?  Watchable IRS-and-tax-related flicks are hard to come by, so please be sure to add your own below should I have miss any solid candidates. [Don't everybody scream "The Shawshank Redemption!!!" at once.]

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