The original former headquarters for the newspaper was added to the National Register of Historic Places and still exists, containing the Sarasota Woman's Exchange and several other small businesses; the 1969 replacement building torn down in 2010 to make room for a new Publix.

[8] On April 18, 2011, Herald-Tribune reporter Paige St. John won the Pulitzer Prize for investigative journalism for her series on Florida's insurance industry.

[10] On April 18, 2016, Herald-Tribune reporter Michael Braga won the newspaper's second Pulitzer Prize for investigative journalism for a series in partnership with the Tampa Bay Times called Insane.

[3] On May 5, 2017, the newspaper won the Robert F. Kennedy Journalism Award for its "Bias on the Bench" investigative series, which found judges throughout Florida sentence black defendants to harsher punishments than whites charged with the same crimes under similar circumstances.

[13] Food writer and author Kathleen Flinn notes that she first conceived of the concept for her The New York Times-bestselling book, The Sharper Your Knife, the Less You Cry, while writing obituaries at the paper.