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Jason Stiles [Season 4], played by Chris Eigeman
Jason Stiles, nicknamed “Digger” by his father, is the son of wealthy parents Carol and Floyd Stiles. During his childhood, Jason attended the same summer camp, Camp Chataguay, with Lorelai and Christopher, Rory’s father. Lorelai’s father, Richard, and Floyd were also business partners at Gehrman-Driscoll Insurance Corporation so Richard had known Jason since he was a child.
When Richard quit Gehrman-Driscoll Insurance Corporation to start his own business, Jason approached Richard about being partners and when Richard accepted his proposal, he was re-introduced to Lorelai at a family dinner. Though Lorelai originally resisted his advances, Jason’s persistence in pursuing Lorelai romantically paid off and the two began dating, their first date being at a grocery store. They kept their relationship hidden from their parents, in an attempt to avoid family controversy, but when Floyd decided to sue Richard’s company, and Jason, he informed the Gilmore’s of Lorelai and Jason’s relationship. After Floyd and Richard settled their differences and avoided the lawsuit, by cutting Jason off from both companies, Jason decided to sue Richard, leading Lorelai to break it off with him. His efforts to win her back proved fruitless – Lorelai had moved on with Luke Danes. Jason left Connecticut to start over and hasn’t returned to Stars Hollow since. |
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