The son of an immigrant, Sy was raised with in the suburbs of Pittsburgh, Pennsylvania. He grew up working on motorcycles, ultimately becoming an AMI Certified motorcycle mechanic, and “expert” status WERA motorcycle racer. After college, Sy moved west, and earned his law degree the University of California in San Francisco, one of the top law schools in the country.
Sy spend his first years as as attorney working for wealthy corporations. Unhappy serving Corporate America,Sy quickly realized that he should be practicing law for the American people instead. He started his own law firm, known in the motorcycle community as "RiderzLaw." Sy quickly got a reputation in the legal community as a relentless pitbull, winning cases that other lawyers were afraid to take.