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"If anything, I'm a trier," says Kutcher between puffs of filtered Lucky Strikes."I think, more than anything, it comes from the fact that my father always had several irons in the fire. If something doesn't work out—if That '70s Show got canceled or if I wasn't going to have a film career—I always wanted to have backup contingency plans.So I just started doing other things; and on a half-hour sitcom, you're really only working for 30 hours a week.It allows a lot of time for sitting around, which I always kind of filled with work." Because of scheduling conflicts with the filming of The Guardian, Kutcher was unable to renew his contract for the eighth and final season of That '70s Show, although he appeared in its first four episodes (credited as a special guest star) and returned for the series finale.Kutcher has also successfully invested in several high technology startups.with Guy Oseary and Ron Burkle and fund manager Chris Hollod.Kutcher subsequently appeared in more romantic comedies, including Guess Who (2005), A Lot Like Love (2005), What Happens in Vegas (2008), and No Strings Attached (2011).From 2011 to 2015, he starred as Walden Schmidt on the CBS sitcom Two and a Half Men.
In 2003, Kutcher produced and starred as the host in his own series, MTV's Punk'd, that involved hidden camera tricks performed on celebrities.Kutcher stated, "I thought I knew everything but I didn't have a clue.I was partying, and I woke up many mornings not knowing what I had done the night before. I am amazed I am not dead." and was recruited to enter the "Fresh Faces of Iowa" modeling competition.At SXSW on March 14, 2015, Kutcher announced Sound Ventures, the successor to A-Grade Investments managing a fund backed by institutional funding.
Kutcher was part of the management team for Ooma, a tech start-up launched in September 2007.His debut as the character Walden Schmidt, entitled "Nice to Meet You, Walden Schmidt", was seen by 28.7 million people on September 19, 2011.The Nielsen ratings company reported that figure was more than any episode in the show's first eight seasons, when Sheen starred in it.The show ended with a forty-minute series finale "Of Course He's Dead" on February 19, 2015.