After graduating from Dracut High School in 2010, Kyle went on to play at the Division 1 level for UMass Amherst. There, he was a three year starter for the Minutemen primarily batting leadoff and playing centerfield. As a senior in 2015, he led the team offensively in most of the major categories. His efforts earned him the honors of being named Team MVP and to the All-New England team.

After college, Kyle went on to play for the Lexington Blue Sox in the summer of 2015, winning an Inter City League Championship. From there, he signed a professional contract to play Independent League baseball in the Pacific Association for the San Rafael Pacifics. As a rookie in 2016, he hit .323 with a .478 on base percentage.

Kyle has experience coaching camps and clinics for kids since 2011. He coached the Dracut Northeast League summer travel team in 2013 as well as being the Dracut High School Freshman baseball coach in 2016.