In 2001, York criticized President Bill Clinton's pardon of Susan McDougal, who had served three months in prison for Contempt of court related to her involvement in the Whitewater scandal.

[2] In 2005, York posited a plot by the Democratic Party to "take down" President George W. Bush in his book The Vast Left Wing Conspiracy.

In 2007, York called on President Bush to give a full pardon to Scooter Libby, who was sentenced to prison for obstruction of justice, perjury and making false statements in the Plame affair.

"[9] York suggested that Special Counsel Robert Mueller's probe into Russian interference in the 2016 election could be compromised because of an alleged friendship to former FBI Director James Comey, whom President Trump fired.

[10][11] York supported Chuck Grassley and Lindsey Graham's recommendation of criminal charges against Christopher Steele, one of the people who sought to expose Russian interference in the 2016 election.

[12] In July 2018, when Maria Butina, an accused Russian spy who had sought to involve herself in the National Rifle Association of America (NRA) and the Republican Party, was arrested, York downplayed the charges.

[13] In February 2019, York argued that the attempt by the new Democratic majority in the House of Representatives to compel the release of President Trump's tax returns amounted to the "ultimate fishing expedition".

"[15] Shortly before the 2020 presidential election, York wrote a piece in the Washington Examiner analyzing a findings simulation that claimed Joe Biden wouldn't concede the election if he lost, and claiming that Biden would pressure Democratic governors to reject Trump's victory in their states and that House Democrats would refuse to acknowledge Trump's victory.