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Case file · Reading the rulebook

The Couple, the Students, and the Broken Game

no illegality foundMassachusetts, United States2005–2011

Massachusetts sold a game called Cash WinFall, and it had a rule.

If the jackpot reached two million dollars without being won, it did not keep growing. The money above the cap rolled down into the lower prize tiers — the matches of five, four and three that thousands of tickets hit every draw.

For most of the year this was a footnote. For a few days around each roll-down, it meant something specific and checkable: a two-dollar ticket was worth more than two dollars.

The Roll-Down Machine

A 6-of-46 game whose capped jackpot spills into the lower tiers. The match probabilities are exact for the format; the pot, the ticket volume and the base prizes are yours to set — the historical shares are not published and are not guessed at here.

matchchancewinnersprizeadds to EV
51 in 39,02838$18,987$0.486
41 in 8011,874$758$0.947
31 in 4731,644$26.62$0.561

A $2 ticket is worth $2.00. Below its price, like every lottery ticket on every ordinary day. Push the pot up.

Jerry Selbee noticed it first, in Michigan, in a game called Winfall. He was a retired shopkeeper with a degree in mathematics, and he worked it out on paper in about the time it takes to read this page. He bought $3,600 of tickets as a test, then more. He and his wife Marge formed a company, GS Investment Strategies, and when Michigan's game closed they found that Massachusetts had one just like it.

They were not alone for long. At MIT, a student named James Harvey looked at the same game for a senior project comparing lotteries, reached the same conclusion, and founded a syndicate — Random Strategies Investments. Over the years the MIT group bet somewhere between seventeen and eighteen million dollars and took at least three and a half million in profit. On one drawing in August 2010 they bought seven hundred thousand tickets.

Buying in that volume is not merely a way to place a bigger bet. It is what converts an edge into an income: with enough tickets the variance collapses, and a positive expected value stops being a statement about the long run and becomes a statement about this weekend.

The Boston Globe's Spotlight team published the story. The state's Inspector General, Gregory Sullivan, investigated and concluded in a letter dated 27 July 2012 that no laws had been broken. Across the syndicates, roughly forty million dollars in bets had returned roughly forty-eight million in prizes.

The game was retired.

Nobody in this story beat randomness. The draws were honest throughout and nobody tried to predict them. What happened is that a rule written to make a game more attractive had a consequence its authors had not computed, and several people who could do arithmetic computed it.

They didn’t beat randomness. They read the rulebook harder than the rule-makers.

∑Aftermath & sources

The documented record

  • Cash WinFall’s roll-down rule spilled the capped $2 million jackpot into the lower prize tiers.
  • Jerry and Marge Selbee discovered the flaw first in Michigan’s Winfall and formed GS Investment Strategies (60 Minutes, 2019).
  • An MIT group founded on James Harvey’s senior project — Random Strategies Investments — bet $17–18 million for at least $3.5 million profit, once buying 700,000 tickets for a single August 2010 drawing.
  • Inspector General Gregory Sullivan’s letter of 27 July 2012 found no laws had been broken.
  • Across syndicates, roughly $40 million in bets returned roughly $48 million in prizes (The Tech, 2012). The game was retired in 2012.
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Every claim in these pages is drawn from the documented record listed with each case. Convictions are described as convictions, investigations as investigations, and findings of legality as findings of legality.