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Oscar’s Grind Betting System Tries to Capitalize on Winning Streaks

“Oscar’s Grind” is the nickname given to a betting system popularized by Allan Wilson in the mid-1960s. It is almost exclusively applied to even-money binary propositions, like the flip of a coin or, in the context of sports betting, covering the spread.

It’s like the D’Alembert System, to some extent, but whereas D’Alembert increases bet size after a loss, Oscar’s Grind aims to capitalize on winning streaks by increasing bet size after a win (while waiting out losing streaks).

Below, we explain how Oscar’s Grind operates and why it doesn’t actually work in real life.

How Does Oscar’s Grind Operate?

Oscar’s Grind divides betting into “sessions” and “units.” Every session begins with a one-unit bet and ends when the bettor has achieved a one-unit profit.

For most people, using actual dollar amounts makes it easier to understand.

Pretend that your “unit” is $100. Each of your sessions will start with a $100 bet. It will end only¬†when you have a $100 profit.

For mathematical ease, pretend that there is no juice when betting against the spread (“ATS”), and that winning a $100 ATS bet will result in a $100 profit.¬†(In reality, it results in a $90.91 profit with the standard -110 odds in effect.)

In the event that you win your first bet of $100, you have achieved the sought-after $100 profit and a new session starts.

In the event that you lose your first $100 bet, Oscar’s Grind dictates that you continue to bet $100 (a.k.a. one unit) until you win a wager. When you (eventually) win a wager, the bet size doubles to $200. It remains $200 until either:

  1. You lose again, at which point it increases by another unit (to $300), or
  2. betting a lesser amount could potentially result in a $100 profit.

Again, using examples will make this easier to understand.

A Good Day at the Office with Oscar’s Grind

Bet Stake Result Net Profit
1. Patriots -7.5 vs Jets $100 Loss -$100
2. Bengals +4.5 vs Steelers $100 Loss -$200
3. Broncos -2.5 vs Chargers $100 Loss -$300
4. Seahawks -3.5 vs 49ers $100 Win -$200
5. Vikings +1.5 vs Packers $200 Loss -$400
6. Eagles -5.5 vs Giants $200 Win -$200
7. Panthers -3.5 vs Buccaneers $300 Win +$100

Meet the authors

Matt McEwan
Dave F.
Sports Writer
William Hill
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