David Brent

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From the UK TV show The Office Special 1 (12/26/2003). Office manager David Brent (Ricky Gervais) gets fired and sues for wrongful termination, and wins! He takes his Wernham-Hogg settlement check and foolishly blows it all on creating Juxtaposition Records and a music video featuring him covering "If You Don't Know Me By Now."

See also Foregone Conclusion.