- Was extremely fond of his dog, Puppy Wuppy. Puppy Wuppy appeared on every episode of Turn Ben Stein On (1999), as he was allowed to simply run around on the set during the taping. Puppy Wuppy was killed when he was hit by a car, and parts of the episodes of Turn Ben Stein On (1999) and Win Ben Stein's Money (1997) taped after his death were devoted to him.
- He was a childhood friend of Carl Bernstein, who, as a reporter for the Washington Post, helped bring about the downfall of President Richard Nixon, for whom Stein was a speechwriter.
- Best known in the 1980s for his bit role as the repetitive teacher in Ferris Bueller's Day Off (1986).
- Mugged by two gunmen in his own garage. (January 5, 2000)
- The only actor to appear in The Mask (1994), Son of the Mask (2005), plus the animated TV-series The Mask (1995), reprising his role of Dr. Arthur Neuman.
- Has been stripped of his Sunday New York Times business column because of his work as a pitchman for FreeScore.com, a credit monitoring company [August 8, 2009].
- In an interview for Vulture in October 2017, Jimmy Kimmel talked affectionately about his friendship and past working relationship with Stein. Kimmel noted that Stein "thinks I am a lot smarter than I am" and discussed how Stein was told by the Comedy Central executives overseeing "Win Ben Stein's Money" that the show would be cancelled if he never lost a single game, and also recounted how Stein loved his family's pet dog so much that after it died, he had it stuffed by a taxidermist and put on the desk he used during his show.
- Twenty years after his Ferris Bueller's Day Off (1986) part as the economics teacher, Stein made a 2006 commercial with the old 1986 footage from the movie. He used make-up to stay accurate, while adding new comedic material.
- Currently the spokesperson for Clear Eyes eye drops
- Has a son, Tom Stein (b. 1987).
- Release of his book, "Yes, You Can Still Retire Comfortably!: The Baby-Boom Retirement Crisis and How to Beat It" by Ben with Phil DeMuth. (2005)
- Wrote an article in a woman's magazine (Cosmo?) about his life as a nerd, and the advantages in dating nerds.
- 2000: Appeared at the Republican National Convention honoring George W. Bush in a spoof of his game show, Win Ben Stein's Money (1997).
- His father, economist Herbert Stein, was Chairman of the Council of Economic Advisors in the Richard Nixon administration.
- Member of Alpha Delta Phi fraternity, Columbia University, 1966.
- Release of his book, "A License to Steal: The Untold Story of Michael Milken and the Conspiracy to Bilk the Nation". (1992)
- Release of his book, "Tommy & Me: The Making of a Dad". (1998)
- Is a freelance/part-time Professor at Pepperdine University in Malibu, California.
- Release of his book, "Yes, You Can Time the Market!" by Ben with Phil DeMuth. (2003)
- Release of his book, "Hollywood Days, Hollywood Nights: The Diary of a Mad Screenwriter". (1988)
- Release of his book, "The Book of Bulletproof Investing" by Ben with Phil DeMuth. (2010)
- Release of his book, "How to Ruin Your Life". (2002)
- Since 2004, has been writing a semi-monthly "Everybody's Business" column in the Sunday New York Times. (July 2007)
- Appeared, with Shaquille O'Neal and Giuliana Rancic (as Giuliana Rancic), of a commercial for the "Comcast Hollywood Triple Play". (2009)
- Co-host, with Shaquille O'Neal, of an infomercial for "Comcast's Digital Internet". (2009)
- Release of his book, "How to Ruin the U.S.A.". (2008)
- Release of his book, "Yes, You Can Be a Successful Income Investor!: Reaching for Yield in Today's Market" by Ben with Phil DeMuth. (2005)
- Appeared in a commercial for "Clear Eyes Complete". (2010)
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