According to The Daily Caller, a former assistant producer for Hardball spoke with network executives in 1999 and complained about some sexually-charged comments Matthews made about her.
The Daily Caller reported that the payment was in the amount of $40,000. The report states that Matthews was "formally reprimanded" after a review on the matter, but even though his remarks were considered "inappropriate" and "juvenile", the network determined they were not intended as propositions.
The website, citing two sources, reported that NBC paid the woman $40,000 to settle her claim against Matthews in 1999.
The complainant reportedly went on to work in a number of "high-profile" media roles after leaving the network.
The accusations of sexual harassment included inappropriate comments and jokes that Matthews made about the woman in the presence of others. Based on people who were involved in matter, the network concluded that the comments were inappropriate and juvenile but were not meant to be taken as propositions.
MSNBC declined to comment on whether the complaint arose from an isolated incident or if Matthews, 71, had been involved in similar circumstances in the past with other employees at the network. While Matthews has continued to host the investigative talk show, Hardball, for the last 20 years with the addition of 2002's "Chris Matthews Show", as well as authored numerous books and autobiographies.
Matthews has been the host of "Hard Ball" in Washington, D.C., since 1997.
Matthews is the latest media personality to be accused of sexual misconduct over the past several months.