Hey, Good Game

From Craps Tables to Sudoku Grids: A Microsoft Vet's Journey into Puzzle Setting

Jun 10, 2025
David Workman, aka "Half-Baked Lunatic," is a Microsoft veteran turned puzzle setter who crafts incredibly challenging Sudoku puzzles. He shares his fascinating journey, from inventing TiVo's core technology, which got lost in corporate red tape, to creating a gambling simulation that showcases why casinos always win. David humorously explains the paradox of puzzle creation versus solving and recounts the highs and lows of licensing—like nearly spending millions over a cockroach photo. His expertise has captivated audiences, earning him a spot among elite puzzlers.
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ANECDOTE

Craps Martingale Simulation Proves Casinos Win

  • David Workman simulated craps betting with the Martingale strategy to prove why casinos always win.
  • Even with unlimited money, bets eventually exceed the world's GDP due to losing streaks and table limits.
ANECDOTE

Invented TiVo Tech, Missed Out

  • David invented the core live video pause technology in 1996 at V-Extreme before Microsoft acquired it.
  • The idea got buried in Microsoft, and TiVo later patented it, leading to a missed opportunity for David.
ANECDOTE

Elvis License Cheap, Cockroach Costly

  • David licensed an Elvis Presley picture for a mockumentary movie for $1,200 successfully.
  • However, licensing a cockroach photo for worldwide rights nearly cost millions—an amusing contrast.
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