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===Pop crossover success: 2000–2004===
Womack's first MCA studio album and third overall was 2000's ''[[I Hope You Dance]]'' which met with major success
In 2002, MCA released Womack's fourth studio album, ''[[Something Worth Leaving Behind]]''. It was led off by the single "[[Something Worth Leaving Behind (song)|Something Worth Leaving Behind]]", which charted at 20 on Hot Country Songs. Its follow up was "[[Forever Everyday]]", which peaked at number 37 on Hot Country Songs that year. On this album, Womack co-produced with Wright, her husband [[Frank Liddell]], and [[Mike McCarthy (producer)|Mike McCarthy]]. Writing for ''[[USA Today]]'', Brian Mansfiled described it as the tenth worst album of 2002, saying "Womack's ill-advised [[Crossover music|crossover]] ploy and a makeover that made her look like [[Britney Spears]]' [[Lynne Spears|mother]] made one of Nashville's most respected singers the butt of jokes."<ref>Mansfield, Brian. ''USA Today'' Alan drives country; 'Country' goes in ditch (December 31, 2002)</ref> David Cantwell of [[No Depression (magazine)|''No Depression'']] said "The results, no matter which side of the pop-twang divide you're on, will likely be very disappointing."<ref>{{Cite web |last=Cantwell |first=David |title=Lee Ann Womack – Something Worth Leaving Behind |url=http://nodepression.com/album-review/lee-ann-womack-something-worth-leaving-behind |website=No Depression |publication-date=October 31, 2002|accessdate=July 10, 2024}}</ref> [[Stephen Thomas Erlewine]] of [[AllMusic]] thought the album "was a sure fit for Womack to move into the country mainstream for good."<ref name="allmusic"/> Thom Jurek, also of AllMusic, said in a retrospective review that the album "cemented Womack's place in the country music pantheon by pushing her own boundaries as an artist further than ever before."<ref name="jurek swlb">{{cite web |last=Jurek |first=Thom |title=''Something Worth Leaving Behind'' review |url=https://www.allmusic.com/album/something-worth-leaving-behind-mw0000223570 |access-date=July 10, 2024 |work=All Music |publisher=All Media Network |archive-date=June 5, 2024 |archive-url=https://web.archive.org/web/20240605004641/https://www.allmusic.com/album/something-worth-leaving-behind-mw0000223570 |url-status=live }}</ref> Womack told Mario Tarradell of ''The Dallas Morning News'' in 2005, "I tried...to please everybody with that record...myself, radio, the listeners, everybody who loved 'Never Again, Again' and everybody who loved 'I Hope You Dance.' And it just didn't work. It backfired."<ref>Tarradell, Mario. ''The Dallas Morning News'' Country beckons her back (February 27, 2005)</ref> Later that year, she released a Christmas album, ''[[The Season for Romance]]'' and also collaborated with [[Willie Nelson]] on his single, "Mendocino County Line," which won a Grammy and Country Music award in 2002. In early 2003, she played Haylie Adams on the popular [[CBS]] television series ''[[The District (TV series)|The District]]''.<ref name="allmusic"/> Also in 2003, Womack contributed to the theme song for the PBS animated TV series adaptation of ''[[The Berenstain Bears (2003 TV series)|The Berenstain Bears]]''.
In 2004, Womack performed "I Hope You Dance" at the [[Republican National Convention]], in which [[George W. Bush]] was nominated for his second term as President of the United States. The other performers that night included [[Sara Evans]] and [[Larry Gatlin]].<ref>{{cite news|url=http://www.cnn.com/2004/ALLPOLITICS/08/29/gop.lineup/index.html|title=GOP convention aims at moderates|last=Patterson|first=Thom|publisher=CNN|access-date=November 29, 2008|date=August 30, 2004|archive-date=December 19, 2008|archive-url=https://web.archive.org/web/20081219113113/http://www.cnn.com/2004/ALLPOLITICS/08/29/gop.lineup/index.html|url-status=live}}</ref> She also collaborated with Red Dirt Music band [[Cross Canadian Ragweed]] on their hit "Sick and Tired" in 2004. Also that year, she released her first ''[[Greatest Hits (Lee Ann Womack album)|Greatest Hits]]'' compilation, which included two new songs; "The Wrong Girl" and "Time for Me to Go", the former released as a single. The ''Greatest Hits'' album was also certified gold by the RIAA in December 2008.<ref name="riaa"/>
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