In one early episode, Bosley mentions a wife, but by the second season he "has not been married for some time", and he became linked with several females encountered in cases, although always those of middle age.

In one episode, Bosley, acting as an auctioneer, gets caught up in the excitement and mistakenly sells valuable merchandise not to an Angel as per the plan, ruining their attempt to catch a cat burglar.

[4] Boz's comic persona is integral to his function as mediator between the Angels and the enigmatic Charlie and between the show and the male viewers.

[3] Writing for The New York Times in 2000, Molly Haskell noted that critics, more so than the fans, saw Bosley and Charlie "more as procurers than protectors" and that the two male characters and the Angels "fell into pimp-prostitute roles along traditional gender lines".

Murray's take on the stodgy and avuncular Bosley character was more buffoon-like, giving rambling speeches of little or no help to the Angels.

[15][16] In the 2003 sequel film, Charlie's Angels: Full Throttle, a new character, John's adoptive brother Jimmy Bosley played by Bernie Mac, was introduced to replace him.

Near the end of the film, it is revealed that John is the villain, frustrated for not being chosen to replace Charlie as head of the agency, following his death.

In "Angel with a Broken Wing", it's revealed that John was a hacker that was headed for a twenty-year sentence for tax fraud when Charlie got him out of it.