[6] Saylor worked as a prosecutor in Somerset County from 1972 to 1982, before serving as a Director of the Pennsylvania Bureau of Consumer Protection from 1982 to 1983.
[10] During his tenure, he authored more than four hundred majority opinions related to civil and criminal legal issues.
[12][13] According to Common Pleas Judge Barry Feudale, Saylor complained to him that African American former Supreme Court Justice Cynthia Baldwin had "caused us a lot of trouble when she was on the Supreme Court because of her minority agenda.” In a 2019 affidavit, Feudale, who presided over the grand jury that indicted Jerry Sandusky during the Penn State child sex abuse scandal when Baldwin was the general counsel for Pennsylvania State University, suggested that Saylor was using alleged technical errors Baldwin had made during the case as a pretext for disciplinary hearings that were actually intended as harassment.
[14] Following his 2021 retirement from the Pennsylvania Supreme Court, Saylor was appointed to the newly created post of Judicial Scholar-in-Residence at the Thomas R. Kline Center for Judicial Education of the Thomas R. Kline School of Law at Duquesne University.
Effective on January 1, 2022, the position involves Saylor in Duquesne's development of "substantive and skill-based courses that meet the needs of Pennsylvania's more than 500 trial and appellate jurists," according to representatives of the Kline Center.