The problem wasn't well formulated, since it didn't clearly define what can or cannot be done to the decompresser based on knowledge of the output file.
But consider a more strongly formulated problem, where you must provide the decompresser and then a file is randomly selected to be put through it - as long as it's still a matter of compressing one particular file it is statistically possible to win (especially at $5000:$100) - The idea being that you can reinterpret data to make certain outputs cheaper while others more expensive.
But consider a more strongly formulated problem, where you must provide the decompresser and then a file is randomly selected to be put through it - as long as it's still a matter of compressing one particular file it is statistically possible to win (especially at $5000:$100) - The idea being that you can reinterpret data to make certain outputs cheaper while others more expensive.