Post-MTV (2004–present)
On October 12, 2004, Green released his autobiography, Hollywood Causes Cancer: The Tom Green Story. It discusses in detail his Hollywood career, short-lived marriage to Drew Barrymore, and his experience dealing with testicular cancer.
A notable incident discussed in the book involved Green on character-based talk show Primetime Glick with Jiminy Glick (played by Martin Short). Green wrote that this un-aired interview was the first time he walked off any show, and this was due in part to Short being "mean" and making fun of his testicle. When Short brought up the incident in a 2005 interview, Green defended his stance on his online blog.
In 2005, Green returned to rap and started the group The Keepin' it Real Crew, featuring DJ EZ Mike of the Dust Brothers, where they did two Canadian live tours (June 2005 and January 2006). On December 6, 2005, Green released his second solo album in Canada entitled Prepare for Impact, which included a bonus DVD featuring footage from his live tour. The album was also co-produced by Mike Simpson of the Dust Brothers. The album included comedic tracks (such as "My Bum Is on Ya Lips" and "I'm an Idiot") as well as serious tracks where he rapped about his Hollywood career.
He has performed with Too Short, Flavor Flav, Grand Buffet, Mickey Avalon, People Under the Stairs, Xzibit, and other popular rap artists on his Tom Green Live show. In January 2008, a second solo rap album titled Basement Jams was released in download-only format on his website.
In March 2009, on Last Call with Carson Daly, Tom played a sample of his new song "It's Been A Long Time Coming." On his website, Green has stated intentions of releasing a new rap album in 2010 and talks about working with music producer Detail. In a February 2010 interview, Green mentioned an upcoming song entitled "Other Side Of The World" and stated that he was developing a television show following the progress of his first major American rap album. On a November 2010 answer to a fan question in the Forum section of tomgreen.com, Green said, "Expect some singles in the future. The album is dead, sadly."
In July 2011, Green recorded and posted a 2011 remix of "Check The O.R." and re-united Organized Rhyme at the Just For Laughs festival in Montreal. In October 2011, The Comedy Network's website posted the group's new music video: "Check The O.R. Redux".
On May 17, 2019, Green released his new album entitled The Tom Green Show LP, which featured his new song "I Wanna Be Friends With Drake".
In 2025, Green released Home to the Country, a 13-song country album. Billboard Canada described it as Green's fifth studio album and his first full-length country album. Green hosted the 2025 Canadian Country Music Association Awards in Kelowna, British Columbia.
In 2021, Green moved from Los Angeles back to Ontario, where he bought a farm in the Ottawa Valley. In January 2025, Prime Video released three Green projects: This Is the Tom Green Documentary on January 24, the stand-up special Tom Green: I Got a Mule! on January 28, and the four-part unscripted series Tom Green Country on January 31. Green directed and executive produced all three projects.
In May 2026, Crave launched The Tom Green Farm, a 10-episode, hour-long unscripted talk series filmed at Green's rural Ontario farmhouse. The series combines celebrity interviews with farm-life segments and features guests including Tony Hawk, Michael Cera, Dan Aykroyd, Jay Baruchel, Priyanka, Jessie Reyez, Kurt Vile, Steven Page, and George Stroumboulopoulos. A companion audio and video podcast, The Tom Green Farmcast, launched on iHeartRadio Canada the same day.
In 2024, Green appeared as Randy Bennett in the Crave comedy series The Trades. He received a 2026 Canadian Screen Award nomination for Best Guest Performance, Comedy for his work on the series.
In the 2000s, Green has tried to put some of his more controversial material behind him and become a more mainstream entertainer. Green was a recurring contributor to The Tonight Show with Jay Leno, doing many segments where he traveled across America looking for "interesting people", typically bringing the most colourful person with him back to the studio. In these segments, the focus was more on the odd behavior of the interviewees, with Green generally playing the straight man.
In 2003, Green visited troops in Kosovo on a USO tour. He visited troops in the Persian Gulf on a 2004 tour. In early 2006, Green appeared in several commercials for the Canadian Cable Public Affairs Channel promoting both The Channel and encouraging voters to participate in the forthcoming federal elections, which took place on January 23, 2006.
During the 2006 Winter Olympic Games in Torino, Green was a comedy correspondent for The Tonight Show with Jay Leno where he would scavenge the Olympic village alongside specific Olympic athletes for "free stuff", calling themselves the "Swag Pack".
On August 3, 2006, Green appeared on America's Got Talent. Viewers watched as a daredevil rode a skateboard through a flaming hoop, appeared to be on fire for a few seconds, and was put out with extinguishers. It was confirmed on the August 3 episode of Tom Green Live that it was a stunt man, not Green, who did the actual performance.
Green has hosted a variety of special events, including the 2005 Canada's Walk of Fame induction ceremony, the Canadian Live 8 concert, and the 2005 CASBY Awards. In November 2008, Green hosted an environmental game show on the Discovery Planet Green television network titled Go For The Green!
Green has made several appearances as a celebrity contestant on the ABC reality game show Wanna Bet?, including the show's premiere episode in July 2008. He was also a contestant on the 2009 season of The Celebrity Apprentice. Throughout the season, each celebrity raised money for a charity of their choice; Green selected the "Butch Walts and Donald Skinner Urologic Cancer Research Foundation." He was fired by Donald Trump on the third episode, while acting as project manager, primarily due to waking up late on the day of the task – he had been out drinking with Dennis Rodman the night before. On August 4, 2009, Green made an appearance on the American version of Hell's Kitchen as a celebrity guest diner. In late 2009 and early 2010, he appeared on the first two seasons of For the Love of Ray J to judge the contestants on the show. On that show, Green has been credited for coining the popular catchphrase, "She smashed the homie."
In July 2011, Green received mainstream attention from CNN and various sources for his claims that he invented planking in 1994.
Green writes columns for The Huffington Post.
In 2013, Green released a milk stout beer by Beau's All Natural Brewing Company called The Tom Green Beer.
In 2005, he starred in a children's TV movie, Bob the Butler, and made guest appearances on various kid's shows. Since then, Green has been starring in low-profile independent films such as the 2008 movies Shred and Freezer Burn: The Invasion of Laxdale, and the 2009 movie Revenge of the Boarding School Dropouts.
In February 2010, Green announced that he had finished editing an independent film titled Prankstar, which he also starred in, wrote and directed. In 2006, Elixir Films was producing Prankstar and had additional information of the film on their website. The film was shot in Ottawa, Ontario, Regina, Saskatchewan and Los Angeles, California. During a February 2010 interview, Green stated that Prankstar has just been finished, that the release has been "in the can" and that he would figure out what to do with the film soon after his stand-up comedy tour. On February 17, 2010, on Green's website TomGreen.com, in reply to a fan question asking when Prankstar would be released, Green wrote, "Stay tuned! It's the craziest movie I have ever made!!" Since then, no updates have been released.
Green was on the March 21, 2013, episode of Workaholics and the March 25, 2013, episode of Canadian television series Seed. He was also in the 2014 Trailer Park Boys 3: Don't Legalize It movie. Green has also made many appearances on the Canadian revival of the game show Match Game.
On January 13, 2019, it was announced Tom would be a houseguest in the second American season of the reality show competition Celebrity Big Brother. He was evicted by a 3–0 vote on February 8, 2019. He was voted as America's Favorite Houseguest and won $25,000.