Former Tottenham Hotspur owner Joe Lewis has admitted to three charges in relation to insider training in the United States.
The 86-year-old pleaded guilty to one count of conspiracy to commit securities fraud and two counts of security fraud.
He pleaded not guilty to 14 counts of security fraud and two counts of conspiracy, for alleged crimes spanning from 2013 to 2021.
Lewis told the New York court on Wednesday: "I am so embarrassed and I apologise to the court for my conduct."
He was charged in July 2023 with passing inside information on his portfolio companies to two of his private pilots as well as friends, personal assistants and romantic partners.
This enabled them to reap millions of dollars in profit, according to prosecutors.
He said he knew at the time that what he was doing was wrong.
The businessman founded the investment firm Tavistock Group and is worth an approximate $6.2bn (£4.8bn), according to Forbes.
Lewis no longer has any involvement in Tottenham - he ceased to be a person with significant control of the club on October 5 2022.
Lewis is expected to be sentenced on March 28.

