Tyler Oakley

Tyler Oakley

Office Administrator

Fun Fact:  Tyler has traveled to over half the states, and last year ventured off with his friends from college to visit Greece, England, and Switzerland.

Tyler grew up outside in Mansfield, Massachusetts and chose to move south for college to attend the University of South Carolina. Tyler completed his degree with Cum Laude in Finance from the Darla Moore Business School in the spring of 2022. While at USC, Tyler made the club hockey team and played for four years being made captain during his senior year. Tyler joined the Gamecock Hockey team during their first ever appearances at the National Championship Tournament.

Tyler began working for Oakleaf Wealth Management as a summer intern while still enrolled in college. He then accepted a full time position and started working full time as the Client Service and Technology Associate after graduation. He is currently studying for his Series 7 exam and one day hopes to be fully licensed.

As a lifelong resident of Mansfield, MA, Tyler has devoted himself to helping local special needs children learn how to skate and play hockey.  For ten years, he has been involved in coaching with the Massachusetts Special Hockey – The Boston Bear Cubs. In his time outside the rink, he can be found on the beaches of Rhode Island or water skiing and wake surfing at lakes in Maine.