McCown launched fadoo.com in March 2009 with the goal to "provide a platform for dialogue and comment among people of power and influence in the sports world. And then, let everyone in on the conversation." The website lasted just over a year before being removed in early June 2010. "It just didn't make business sense, anymore," a source close the operation wrote in an e-mail message. It appeared McCown lost interest in the fadoo.ca site months ago with no posts, updates, or otherwise. In February 2012, he founded the similarly named Fadoo Productions Inc., a "multi-platform media company" focusing on "documentary and series production". It has produced several shows and series for television including "On The Edge," "Making History" and "Touch 'em all Joe". In June 2013, McCown purchased Stoney Ridge Estate Winery, one of the oldest and most decorated wineries in the Niagara region. He also acquired a minority (15%) interest that year in Mike Weir Wines in Beamsville, Ontario, before buying full control in 2017. Mike Weir Wines was placed in receivership, owing $6.5 million ($2.2 to Weir and $4.3 to the Royal Bank of Canada), in February 2019. McCown has also been known for his 30-year standing bet with former Toronto Blue Jays president and CEO Paul Godfrey regarding an NFL team in Toronto. It was on a beach in the year of 1977 that the two men debated long hours about the subject. Godfrey to this day asserts that there will one day be an NFL team in Toronto, while McCown guarantees that there will not. Once a year or every so often, the debate is brought up again. McCown's last PTS show was broadcast on June 21, 2019. Prior to the broadcast, it was speculated that he would be retiring; however, on the day before its broadcast, he tweeted "Okay - I am leaving Prime Time Sports and Rogers. But nobody can shut me up when I still have things to say. Stay tuned. “I’ll be back!”. The Canadian Press reports that it is currently unknown if he chose to leave or was forced out, but McCown had just signed a multi-year contract extension in December 2017. Among his on-air trademarks on the show include his deadpan greetings to guest callers and his audience such as "Greetings. Salutations.", his constant use of rich vocabulary to describe things (referring to sportswriters as "ink-stained wretches"), his dry wit (which includes using such quips as "Who gives a flying fadoo?!", "Kicking ass, taking names", "Raising a Spockian eyebrow", "giddyup" and "Bite me!", referencing the fictional hockey players Claude and Orest Themalfachuk, and likening someone who is impatient to "Sonic the Hedgehog, tapping his foot"), and a pair of sunglasses he wears during the television simulcasts of "Prime Time Sports".