A Stamford woman hit Connecticut's $100,000 Cash5 jackpot twice in just three months
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A Stamford woman won the $100,000 top prize in Connecticut's Cash5 game in July, and then won it again in the October 24 drawing, the Connecticut Lottery Corporation said. Both winning tickets came from Glenbrook News & Variety in Stamford, where her husband buys the couple's tickets as part of his morning routine.
The couple now calls it “the luckiest store in Stamford.” Four days before the October 24 drawing, the same shop sold a $50,000 winning ticket on Connecticut Apizza, a $5 scratch-off that launched October 2. That game has four $50,000 top prizes, and three are left. The couple plans to retire and move to Florida.
Cash5 asks players to pick five numbers from 1 to 35, and a $1 play matches all five 1 in 324,632 times, the lottery says. There are exactly 324,632 ways to choose five numbers from 35, so that figure is the number of possible combinations.
| Scenario | Odds of two $100,000 wins |
|---|---|
| Two set tickets, both winners | About 1 in 105.4 billion |
| One play a day for about 90 drawings | About 1 in 26 million |
| Five plays a day for about 90 drawings | About 1 in 1.04 million |
The first row is the odds of someone bought exactly two tickets and they both hit and it isn't really what happened. Someone who plays daily has many chances. Over about 90 drawings there are 4,005 different pairs of drawings that could both come up winners (90 times 89, divided by 2), so the odds improve to about 105.4 billion divided by 4,005, or roughly 1 in 26 million. The lottery didn't say how many plays the couple buys, and more plays per day make a repeat less unlikely, as the last row shows. For comparison, being struck by lightning twice is a common yardstick for double wins.
Cash5 draws daily at 10:29 p.m., and its top prize is pari-mutuel, so $100,000 is split if more than one ticket matches all five numbers. A 50-cent Kicker adds smaller prizes. Connecticut's scratch-offs, including the October pizza-themed launches, are ranked on the Connecticut scratch-offs page.
How we did this. The repeat odds count pairs of drawings in about 90 days of play, from July to October 24, and divide 324,632 squared by that number of pairs.
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Frequently Asked Questions
What are the odds of winning Connecticut Cash5 twice?
One $1 play matches all five numbers 1 in 324,632 times. Two set plays both winning is about 1 in 105 billion. Playing once a day for about 90 drawings, the chance of two jackpots is about 1 in 26 million.
Where did the Stamford Cash5 winner buy her tickets?
At Glenbrook News & Variety in Stamford, where her husband buys the couple's tickets as part of his morning routine. The same store sold a $50,000 Connecticut Apizza scratch ticket four days before the October 24 drawing.
How do you play Connecticut Cash5?
Pick five numbers from 1 to 35 for $1 a play, with a 50-cent Kicker option. Drawings are daily at 10:29 p.m. The $100,000 top prize is pari-mutuel, so it is split if more than one ticket matches all five.
Jessie Jurado is a news writer who covers new scratch-off launches, state lottery guides, taxes on winnings, news, and much more. She joined ScratchCheck in 2026 and writes the site's state-by-state coverage.
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