If you think you already know how to make proposition wagers, that’s fine…keep reading anyway.
The Cardinal Rule of Proposition Gambling was best expressed over 50 years ago in the film “Guys and Dolls”. The Sky Masterson character was based on the real-life Titanic Thompson, the greatest proposition bettor ever. In the film, Sky (played by Marlon Brando) says to the young Nathan Detroit (played by Frank Sinatra):
“One of these days in your travels, a guy is going to show you a brand-new deck of cards on which the seal is not yet broken. Then this guy is going to offer to bet you that he can make the jack of spades jump out of this brand-new deck of cards and squirt cider in your ear. But, son, do not accept this bet, because as sure as you stand there, you’re going to wind up with an ear full of cider.”
Prop betting works because the person offering the wager knows he can do what he’s proposing. On rare occasions, the proposer is talking out of his ass, and you can win his bet. Very rare. If a steak is this rare, it’s still mooing. Taking a prop bet is about the biggest sucker move you can make. They’re the worst bets on the board on a craps table, in a sports book, a pool hall, a bar…pretty much anywhere someone starts a sentence with, “Hey, I’ll bet you I can…”
I love prop bets because they’re an outlet for the creative mind that doesn’t exist very much anymore. In a society full of checks-and-balances, forms signed in triplicate, and approval upon license upon regulation, you don’t have too many opportunities to take an idea and get paid for it, immediately and directly. With prop bets, if you can think of it, and can sell it, you can profit. Titantic Thompson was smart enough to dig up a highway sign that said, “Joplin - 20 miles” in the middle of the night and move it 6 miles down the road. The next day, by the strangest coincidence, Thompson was riding in a car with some other gamblers on their way to Joplin, Missouri when they passed a highway sign…and Ti said, “Man, we can’t be more than 15 miles out of town by now….” Ingenuity like that deserves to be rewarded.
Now that I’ve said this, I’ll admit there’s times I’ll take a prop bet…but we’ll save those for another blog.
NP: “House of Love”, by The House of Love. One of my favorite UK bands from the late 80s and early 90s; just a good, honest, 4-piece rock band. Some spacey guitar parts and melancholy lyrics, some out-and-out rock. These guys also called their first three records “The House of Love”…the most famous of which had a single called “I Don’t Know Why I Love You” got that a bunch of airplay on college-radio and MTV’s “120 Minutes”. This is a different record, the one with “Christine” on it.








Rick Adelman













