[2] His better-known roles include Lou Bonaparte in Mad About You (1993–1998), Pointy-haired Boss in Dilbert (1999–2000), Edwin Poole in Boston Legal (2004–2008), Mr. Hollister in Pretty Woman (1990), Dean Richmond in The Nutty Professor (1996) and Nutty Professor II: The Klumps (2000), Walter Stratford in 10 Things I Hate About You (1999), Principal Elliot T. Jindraike in Max Keeble's Big Move (2001) and Paolo Puttanesca in The Princess Diaries (2001) and The Princess Diaries 2: Royal Engagement (2004).

Miller was born in Brooklyn into a Jewish family, and grew up in Valley Stream, New York,[1][3] on Long Island.

He gained mainstream attention for his part in popular scenes of Pretty Woman involving him as a store clerk for the main characters.

He was also in 8 Simple Rules, where he played Tommy, Kyle's obnoxious father and Paul's (John Ritter) colleague.

[11] Two of the columns he wrote in 2002 served as the text for frequently forwarded emails at the time, though in both cases his words were attributed to others.

The first was his very first Weekly Standard column in January 2002, in which he mocked various anti-war platitudes of the time;[10] the text was incorrectly attributed to retired Air Force general Richard E.

[14] Another email which also began to be forwarded in 2002, purporting to offer "George Carlin's Views on Aging", was derived in part from a stand-up routine that Larry Miller performed in the 1990s.