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The Outsider brand was formed by former NFL quarterback Jay Cutler and Shannon B. Terry, the former owner of Rivals.com and 247Sports. After smoking cigars throughout his career, Cutler decided to create his own, partnering with Hendrik Kelner Jr.'s factory in the DR for his first offering: Outsider. The company is described as a lifestyle brand, noting "we only want to enter markets true to our lifestyles. It goes without saying that making our own cigar was a no-brainer."
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