I’m having trouble thinking of anyone who’s done both 1 and 2. There are 1-and-3 folks (Steve Martin) and 2-and-3 folks (Elvis Presley), but I can’t think of 1-and-2 folks.
If you consider SEX as “writing a best selling book”, then Madonna has done it with numerous singles and the movies Evita, Desperately Seeking Susan, Dick Tracy, and A League Of Their Own.
Best example: John Lennon. Music is obvious; appeared in the box office smashes A Hard Day’s Night and Help and his collections In His Own Right and A Spaniard in the Works did make some best seller lists.
Rudy Vallee had top songs and a successful film career (major parts in How to Succeed in Business Without Really Trying and The Palm Beach Story). He also wrote three biographies: “Vagabond Dreams Come True” (1930), “My Time Is Your Time” (1962) , and “Let the Chips Fall” (1976). I don’t have the sales figures, but it’s likely at least one of these was a best seller.
Fred Astaire had many music and film hits, and an autobiography Steps in Time. It probably sold well.
William Shatner might also fill the bill: successful novels, some of which made various science fiction best-seller list (though he probably didn’t write them himself), TV and movies, and his recent record evidently did fairly well.
Barbra Streisand would hit the triple if she ever wrote her autobiography.
Well, Lennon wasn’t there when I started. However, two more:
Sammy Davis, Jr. Hit albums in the 50s, appearances in the “rat pack” films, and “Yes I Can” was a big best-seller.
Noel Coward had a hit album “Noel Coward at Las Vegas,” dozens of movie roles (e.g., the original “The Italian Job”), and several memoirs that probably made best sellers. He also wrote hit plays, and had several of those turned into movies.
You gonna laugh, but hear me out.
Bob Hope. Yeah that old ski-nosed guy.
He wrote several books such as “I owe Russia 1200 Dollars” Best sellers? I don’t know, but he was an author
He did sing. The road movies featured duets with Bing Crosby. I don’t think it is unreasonable to speculate that in the days before TV that he had an album that made it to the top of the charts. Here is a link with some of his singing
I Owe Russia $1200 definitely made the best seller lists, but I don’t believe Hope ever released any successful music or comedy albums, even though he was a fine singer. As far as singles, there’s a chance his “Thanks for the Memories” or “Silver Bells” charted.
However, if we include comedy albums – Bob Newhart has a bio due out this year, which should chart. He’s already had two #1 albums (“Button Down Mind” and “Button Down Mind Strikes Back”) and a hit movie (several, including “Elf”). Plus two hit TV series.
If we get to include comedy albums, I think Bill Cosby enters the lineup. His movies haven’t quite been box-office smashes, but he’s done all right multiple times. His albums (comedy monologues, mostly) have done quite well. And he wrote Fatherhood.
I think Steve Martin has to be the closest. He has the hit movies (and plays) and the bestseller. He’s also a very good banjo player. I don’t know what ranking the songs/albums achieved, but he’s won Grammys for both a comedy album and a bluegrass performance (granted, that was a joint effort)
Martin had the top-selling comedy album of all-time, too. Wild and Crazy Guy reached #2 on the Billboard charts and was the best-selling comedy album for almost 30 years. And technically speaking, it includes some music. I know the OP is written to exclude that, I just don’t think it’s fair.
Another one not mentioned is Sting. He was in Dune and Lock, Stock, and Two Smoking Barrels; obviously tons of music stuff. His autobiography was a New York Times bestseller.
Cher comes close, too. She co-wrote a “quasi-autobiography” called The First Time and acted in Moonstruck . Funnily enough I’m not sure if she’s had a number 1 album. If the one with “Believe” on it didn’t hit the top, I don’t think any did. Not sure how big a best-seller her book was.
#1 & #2 was recently accomplished by the drummer of Motley Crue, Tommy Lee.
Eric Idle comes close. Always Look on the Bright Side of Life reached number 3 in the UK chart, and he’s written plenty of books. Oh, and I think he was in a couple of films
George Carlin too. I was trying to make the Blues Brothers work, since I remember hearing that they had the #1 movie, album, and TV show (SNL) all at once, but I don’t think either Ackroyd or Belushi wrote anything.