Origin: Bet Your Bottom Dollar
June 1st, 2005 | by mbhunter |The earliest mention I could recall without doing an internet search was from the song “Tomorrow” from Annie, as in: “Bet your bottom dollar that tomorrow there’ll be sun.”
I was way off, but by wife guessed the correct origin after I looked up the answer on Google. (She’s way smart!)
It’s the 19th-century version of “going all in” for poker fans. Players with a killer hand would bet everything they had — including their “bottom dollar,” or the chip on the bottom of the stack. It’s still used to describe something that can’t miss.
