My Name Is Earl

Season 3 Episode 4:

The Frank Factor

Earl runs into his old roommate Frank, who is in prison for a bank robbery that Earl and Randy were supposed to help with. However, Earl missed the robbery at the last minute because he married Joy the night before.
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About My Name Is Earl:

A ne'er do well wins $100,000 in the lottery and decides to right all the wrongs from his past with his newfound realization.