In the past, when Telltale asks us to take a complicated survey, there's a prize at the end, like a free game. They probably won't want to give everyone who buys this a free game, but they might ask a selected segment of the population, or give away something less valuable, like some special downloadable art or music or screen saver at the end of the survey. That would motivate more people to take a survey right after playing a game.
As for bundles of different Pilot games, that might pose some complications with the royalties to the authors. However, if the program is successful, I bet there will be something like this eventually. Of course, if we all wait to find out, the program won't be successful.
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