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====2000s==== Elliott began the decade with a major role as the villain in the [[Nickelodeon]] movie ''[[Snow Day (2000 film)|Snow Day]]''. In the fall of 2000, he returned to a series regular role on television, starring alongside [[Steven Weber]] in the NBC sitcom ''[[Cursed (2000 TV series)|Cursed]]''. ''Cursed'' was given the coveted [[Must See TV]] timeslot post-''[[Friends (TV series)|Friends]]'', but after being retooled and retitled ''The Weber Show'', the program was canceled.<ref>{{cite web | last=Piester | first=Lauren | title=Yellowstone Season 5 Part 2: Streaming Release Date, Spin-Offs, and Everything Else to Know | website=TVGuide.com | date=2025-02-17 | url=https://www.tvguide.com/news/yellowstone-season-5-part-2-returns-when-ending-teaser-everything-else-to-know/ }}</ref> Next, Elliott played prominent supporting parts in ''[[Scary Movie 2]]'' and ''[[Osmosis Jones]]'', which reunited him with Bill Murray and frequent collaborators The Farrelly Brothers. From 2003 to 2005, he had a recurring role as Robert's strange brother-in-law Peter MacDougall in the last three seasons of ''[[Everybody Loves Raymond]]''. Elliott spent much of the decade attempting to create another show for himself, selling a family sitcom to Fox in 2004<ref>{{cite web | last=Adalian | first=Josef | title=Fox TV brings Elliott back into family | website=Variety | date=2004-10-10 | url=https://variety.com/2004/scene/markets-festivals/fox-tv-brings-elliott-back-into-family-1117911716/ }}</ref> and one to CBS in 2006.<ref>{{cite web | last=Schneider | first=Michael | title=CW sez yes to 'Said' | website=Variety | date=2006-03-09 | url=https://variety.com/2006/scene/markets-festivals/cw-sez-yes-to-said-1117939465/ }}</ref> Neither made it to air. In 2007, he starred in ''Chrissy: Plain & Simple'', a pilot for his own sketch show for [[Comedy Central]].<ref>{{cite web | last=Ess | first=Ramsey | title='Chrissy: Plain and Simple': The Unaired Chris Elliott Sketch Show | website=Vulture | date=2012-09-28 | url=https://www.vulture.com/2012/09/chrissy-plain-and-simple-the-unaired-chris-elliott-sketch-show.html }}</ref> Elliott had a recurring role on ''[[How I Met Your Mother]]'', playing the estranged father of character Lily Aldrin from 2009 to 2014.
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