Criminal charges, felony conviction, and incarceration
On April 3, 2006, McTiernan was charged in federal court with making a false statement to an FBI investigator in February 2006 about his hiring of the private investigator Anthony Pellicano to illegally wiretap Charles Roven, the producer of his film Rollerball, around August 2000. McTiernan had been in a disagreement with Roven about what type of film Rollerball should be, and had hired Pellicano to investigate Roven's intentions and actions. He had asked Pellicano to try to find instances where Roven made negative remarks about the studio executives or said things to others that were inconsistent with what he said to the studio.
McTiernan was arraigned and pleaded guilty on April 17, 2006, as part of an initial plea bargain agreement to cooperate with prosecutors in exchange for lenient treatment. Prosecutors said they then became convinced that he was continuing to lie to them, and that he had also hired Pellicano to wiretap someone else, prompting them to seek a prison sentence. McTiernan then hired new counsel and tried to withdraw his guilty plea, saying that his prior counsel had not conducted a proper discovery in the case, and had not presented him with the available defense approach of suppressing as evidence the conversation with him that Pellicano had recorded on August 17, 2000.
This bid was denied by the Federal District Judge, Dale S. Fischer, who immediately proceeded to sentence him to four months in prison and $100,000 in fines. The judge characterized McTiernan as someone who thought he was "above the law", had shown no remorse, and "lived a privileged life and simply wants to continue that". He was ordered to surrender for incarceration by January 15, 2008, but was allowed to remain out of prison on bail pending an appeal to the Ninth Circuit Court of Appeals.
In October 2008, the Ninth Circuit Court of Appeals vacated McTiernan's four-month sentence and ruled that Judge Fischer had erred and he was entitled to a hearing as to whether his plea could be withdrawn. The prosecution and the judge then agreed to allow McTiernan to withdraw his plea rather than proceed with such a hearing, and his plea was withdrawn on February 24, 2009.
With the case reopened, the prosecution was no longer bound by the prior plea agreement, and filed additional charges against McTiernan; he faced another two counts of lying to the FBI (one for claiming he had hired Pellicano only in connection with his divorce proceedings and another for denying he had ever discussed wiretapping with Pellicano) and one count of committing perjury during the previous court proceedings by denying he had been coached by his attorney on what to say during his previous guilty plea hearing, a denial that he later stated in a declaration was false.
After some adverse rulings on his attempted defense arguments, and facing the possibility of a prison sentence of more than five years from the various charges, McTiernan eventually entered another guilty plea on all three counts in a second plea bargain in 2010, conditioned on his plan to appeal the earlier rulings against his defense approach, and Judge Fischer sentenced him to one year in prison, three years of supervised probation, and a fine of $100,000.
The judge stated that the extended duration of the prison sentence was attributed to the additional, more severe charge of perjury before her court. She emphasized that McTiernan's offenses transcended mere lapses in judgment, and he appeared to still not fully acknowledge responsibility for his actions. She remarked that she would have imposed an even longer prison term if the prosecution hadn't suggested otherwise. McTiernan was then released on bail pending an appeal of the adverse rulings.
On August 20, 2012, the Ninth Circuit Court of Appeals affirmed the district court judgment, but allowed McTiernan to address the U.S. Supreme Court regarding his attempt to suppress the recorded conversation before being required to report to prison. His defense tried to argue that Pellicano had made the recording for an unlawful purpose and that this made it inadmissible, but the district and appeals courts disagreed with that interpretation of the rules of evidence. On January 14, 2013, the Supreme Court declined to hear the case.
McTiernan surrendered to federal prison on April 3, 2013, to serve a stated 12-month sentence in the Federal Prison Camp in Yankton, South Dakota, a minimum-security former college campus holding about 800 male inmates, most of whom were white-collar criminals. His Bureau of Prisons registration number was 43029-112. Although the Yankton facility was rated by Forbes magazine as one of "America's 10 cushiest prisons", McTiernan's wife Gail stated that he had found it hard to adapt, having lost 30 pounds (14 kg); she also claimed that he was suffering from depression, and was "disintegrating" emotionally.
While in prison, McTiernan managed to write a possible sequel for The Thomas Crown Affair, with the working title Thomas Crown and the Missing Lioness. His supporters created a "Free John McTiernan" campaign page on Facebook, including expressions of support from Samuel L. Jackson, Alec Baldwin and Brad Bird. He was released from prison on February 25, 2014, after 328 days of incarceration, to serve the remainder of his 12-month prison sentence under house arrest at his ranch home in Wyoming until April 3, 2014.