Immediately after his termination, rumors circulated proclaiming his dismissal was a result of external pressure from Eidos Interactive, the publisher of Kane & Lynch: Dead Men, which Gerstmann had previously given a Fair rating, which is relatively undesirable, along with critique. Gerstmann was dismissed from his position at GameSpot as Editorial Director on November 28, 2007. The segment was also notable for the Sega product analyst's many falsehoods, stating 'You can actually see the snow slowly blanketing the ground, as the game goes on, the snow will blanket the field' features which were not present in the product. Gerstmann personally notes in an episode of the Giant Bombcast that he believes his appearance on the show wearing a FUBU Jersey contributed to the clothing company's fall from popularity.

Gerstmann appeared in a segment on Good Morning America with Diane Sawyer and Sega product analyst Dennis Lee in September 1999 to talk about the release of the Sega Dreamcast, playing NFL 2K and Ready 2 Rumble Boxing, notable for the Dreamcast crashing while live on national television in one of its first TV demonstrations.

He was hired as an intern for GameSpot in 1996, eventually becoming editorial director. Gerstmann began work in video game journalism in the early 1990s, having been involved with the game industry since age 17 doing freelance work as well as working for a print magazine for under a year.

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