2009-10: After playing his youth hockey in the Florida Junior Panthers program, Shayne Gostisbehere enrolled at South Kent School in Connecticut as a junior. In 33 games he scored 6 goals with 27 assists. South Kent finished 17-15-1 and lost to Dexter in the quarterfinals of the New England prep school small schools tournament. Gostisbehere committed to playing college hockey at Union College in 2011-12.
2010-11: Gostisbehere skated in 24 games for South Kent School as a senior. He scored 7 goals with 29 assists and had 32 penalty minutes. South Kent entered the small schools tournament as the top-seeded team but was upset by New Hampton, 5-4 in overtime, in the quarterfinals; finishing 21-9-1.
2011-12: Gostisbehere had a memorable freshman season at Union College as the Dutchmen won the ECAC Hockey regular season and playoff championships and reached the Frozen Four for the first time in school history. In 41 games Gostisbehere scored 5 goals with 17 assists and was plus-18 with 20 penalty minutes. He was selected to the ECAC Hockey All-Rookie Team and was invited to USA Hockey's Evaluation Camp for the 2013 World Junior Championship. Ranked 148th amongst North American skaters in Central Scouting's final rankings prior to the 2012 NHL Draft, he was selected by Philadelphia in the third round (78th overall).
2012-13: Gostisbehere returned to Union College for his sophomore season — winning an ECAC playoff title and competing in the NCAA tournament — after winning a gold medal with the USA at the 2013 World Junior Championship. In 36 games with the Dutchmen he scored 8 goals with 18 assists and was +18 with 39 penalty minutes. Five of his eight goals came on the Union power play. Union finished fourth in the regular season but rolled through the ECAC tournament – defeating Brown, 3-1, in the championship game. Union defeated defending national champion Boston College in the NCAA East Regional before falling to Quinnipiac in the regional final. In six games at the WJC, (he was suspended for one game), Gostisbehere scored 1 goal with 1 assist and was +4 with 25 penalty minutes.
Gostisbehere is in his junior year at Union College in 2013-14.