Trump has pardoned seven individuals throughout the first two-and-a half years of his presidency prior to Black and Nolan, according to the Department of Justice.
Last year, he also authored "Donald J. Trump: A President Like No Other", in what turned out to be a glowing endorsement of Trump.
It's a scenario few could even have imagined when Conrad Black was found guilty of fraud and obstruction of justice in a Chicago courtroom in 2007, one that was packed so full of global media and spectators that a second overflow room was set up in the downtown courthouse.More news: Pilots confronted Boeing about 737 Max before second crash
He said he initially thought he was being pranked when he was told he had a call from the White House, but he picked and heard Mr Trump ask: "Is that the great Lord Black?"
Black's media empire once included the Chicago Sun-Times and The Daily Telegraph of London.
"He could not have been more gracious and quickly got to his point: he was granting me a full pardon that would "Expunge the bad wrap you got".
He called it a long ordeal that was "never anything but a confluence of unlucky events, the belligerence of several corporate governance charlatans, and grandstanding local and American judges, all fanned by an unusually frenzied worldwide media showing exceptional interest in the case because I was a media owner".More news: Farmer sawed off leg with pocket knife to save his own life
In 2015, Black wrote a National Review essay titled "Trump Is the Good Guy". In a statement, the White House suggested Black's 2007 conviction for fraud and obstruction of justice, tied to an alleged scheme to swindle millions from investors, was overly harsh.
But years of legal battles - which went all the way up to the US Supreme Court - failed to fully clear his name, although he did manage to greatly reduce his prison time by clearing himself of numerous charges.
Examples of his work cited by the White House include biographies of Presidents Franklin D. Roosevelt and Richard Nixon.
Trump also pardoned Patrick Nolan, a former Republican leader of the California State Assembly.More news: Reynolds leads Rockies past Red Sox in 11th
"The Supreme Court of the United States, however, largely disagreed and overturned nearly all charges in his case", the White House said in a statement announcing the pardon.