Following his college basketball career, Sylvester declared for both the
NBA draft and the
American Basketball Association draft. He was chosen in the sixth round, with the 105th pick overall, by the
Detroit Pistons, in the
1974 NBA draft. He was also chosen with the tenth pick, by the
Carolina Cougars, in the ABA draft. After those drafts,
Cesare Rubini, the
head coach of
Italian League team
Olimpia Milano, invited him to play for the team in the European-wide 3rd-tier level
1974–75 FIBA Korać Cup competition. The
President of Olimpia Milano at that time, had directed Rubini to seek-out American basketball players of Italian descent, who wished to become naturalized citizens of Italy, and to play for
Italy's senior national team. Sylvester qualified, due to one his grandfathers being an Italian immigrant. Sylvester (known in Italy by the spelling of "Silvester"), ended up signing with Milano. Sylvester was a major part of the Milano team that won the European-wide 2nd-tier level
1975–76 FIBA European Cup Winners' Cup championship. Milano's victorious years with Sylvester would end in 1980, as after he had a heated argument with teammate
C. J. Kupec, the team's head coach
Dan Peterson, would request that Sylvester leave the team. Sylvester would eventually be transferred to the Italian club
VL Pesaro, for a then-Italian basketball league record
transfer fee of $500,000 US Dollars. Sylvester spent six seasons with the Italian club
Scavolini Pesaro. He helped lead Pesaro to achieve two
Italian League Runner-Up finishes, in the 1981–82 and 1984–85 seasons, the
1982–83 FIBA Saporta Cup title, the
1983–84 FIBA Saporta Cup Semifinals, the 1985
Coppa Italia (Italian Cup) title, and the
1985–86 FIBA Saporta Cup Finals. Sylvester's Italian league basketball career, also included playing stints with
Basket Rimini and
Virtus Bologna, and Basket Marsala. ==National team basketball career==