Jay Cutler

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The former Chicago Bears quarterback has been single for a while now after splitting from his wife Kristin Cavallari in April of last year.

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Dating has not been easy for Cutler, “Meeting people is hard. I think finding out what people really want from you; I think that’s probably an issue,” he said on his podcast.

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Although he says dating isn't easy, Cutler has been seen with country music star and actress Jana Kramer on multiple dates.

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Cavallari has not been sitting around either and is apparently dating country music star Chase Rice.

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According to reports, Kristin and the country singer, who both live in Nashville, have been spending time together for a little over a month.

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The new romance does not sit well with Jay, who has reportedly been trying to get Kristin back amid his own dating escapades.

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Sources claim Cutler’s date with Jana Kramer was merely to make Kristin jealous… but apparently, that backfired.

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Jay Cutler

Not Happy with Kristin Cavallari Dating Country Star Chase Rice He revealed that dating is 'hard' for him.