• Jon was honored as a 2005 Eastern League All-Star at mid-season and again at season's end.
• Jon’s first start for the Red Sox was delayed nearly five hours by rain.
• Jon combined with Jonathan Papelbon to shut out the Kansas City Royals in July of 2006. It marked the first time since 1990 that two Boston rookies combined for a shutout, and the first time since Ross Baumgarten and Randy Scarbery of the Chicago White Sox one-hit the California Angels in 1979 that rookies combined on a one-hitter.
• Jon was the first Boston rookie to start a one-hitter since Billy Rohr in 1967.
• Jon kept a diary for Baseball America in 2006.
• In 2006 and 2007, Jon had no-decisions in half of his 26 starts. His 11–2 record during that time was the best in team history through 26 starts.
• Jon made his first relief appearance for Boston on the final day of the 2007 season.
• Jon was the Boston pitcher the Minnesota Twins asked for when they shopped Johan Santana after the 2007 season.
• Jason Varitek caught Jon’s 2008 no-hitter. It was the fourth of the catcher's career, which tied Varitek with Hall of Famer Ray Schalk.
• Jon was suspended five days for his part in a bench-clearing brawl with the Tampa Bay Rays in June of 2008.
• John was given the 2007 Tony Conigliaro Award by Boston sportswriters.
• A week after his no-hitter in 2008, Jon revealed that his father was fighting cancer.
• Jon lost more than 25 pounds during his bout with cancer. He underwent five of his six chemotherapy treatments at the Fred Hutchinson Cancer Research Center in Seattle. Hutchinson, a popular big-league player and manager, died of lung cancer in his 40s.

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