2009-10: Tim Boyle skated for Catholic Memorial HS in Massachusetts as a sophomore. Catholic Memorial, a perennial power in the Super 8 (Massachusetts’ top high school league) advanced to the Super 8 Final; falling to Boyle’s hometown public school, Hingham, 1-0.
2010-11: Boyle transferred to Noble & Greenough School in the New England prep league for his junior season. He scored 3 goals with 25 assists and had 20 penalty minutes in 27 games. Noble finished with a record of 17-10 and lost to eventual prep champion Milton in a memorable three overtime game in the tournament quarterfinals.
2011-12: Boyle skated for Noble & Greenough as a senior as the Bulldogs advanced to the prep league championship game, falling to Lawrence Academy, 3-2. In 26 games he scored 6 goals with 12 assists and had 10 penalty minutes. Boyle also played for the Cape Cod Whalers in the Massachusetts Midget Select League and committed to playing college hockey at Union College in 2012-13. In his second year of draft eligibility, he was ranked 208th amongst North American skaters in Central Scouting’s final rankings and was selected by Ottawa in the fourth round (106th overall).
2012-13: Boyle appeared in 15 games for Union College as a freshman. He had 2 assists in limited ice time and was -4 with 25 penalty minutes. Union finished fourth in ECAC Hockey and captured the league playoff title to earn an NCAA tournament berth. After defeating Brown, 3-1, in the championship game, the Dutchmen defeated defending national champion Boston College, 5-1 before falling to ECAC Hockey rival Quinnipiac, 5-1, in the NCAA East Region final. In September 2013 Boyle left Union to play junior hockey for the South Shore Kings.
2013-14: Boyle returned to junior hockey, skating for the South Shore Kings of the USPHL Premier league. In 37 regular season games for the Massachusetts-based club he scored 5 goals with 16 assists and 87 penalty minutes. Boyle scored 1 goal with 3 assists and 2 penalty minutes in five playoff games.
2014-15: Boyle skated for the club hockey program at Endicott College in Massachusetts. He scored 3 goals with 8 assists and 24 penalty minutes in 18 games.
Boyle will be in training camp with the ECHL's Wichita Thunder in 2015-16 in an attempt to begin a pro hockey career. He did not take part in the Ottawa Senators' prospect camps in either 2014 or 2015 and at this point his NHL potential appears limited.