He graduated from the University of Pennsylvania Law School, cum laude, and he received the Loughlin Award for legal ethics.
Two years later, Holland was reappointed by former Governor Jack A. Markell and was unanimously confirmed by the Delaware Senate for an unprecedented third 12-year term.
In 2010, with Holland's encouragement, the Conference of Chief Justices passed a unanimous resolution recommending that all law schools offer courses on state constitutions.
Chief Justices Rehnquist and Roberts appointed Holland as the state judge member of the Federal Judicial Conference Advisory Committee on Appellate Rules.
He traveled internationally to advance corporate governance and ethics, including working with the chief justice of Taiwan and visiting the country to speak on these topics.
After his death was announced in March 2022, many highlighted his legacy and legal work, including the Delaware State Democratic Caucus, Senator Tom Carper, former Chief Justices E. Norman Veasey and Leo E. Strine Jr, and current Chief Justice Collins J Seitz Jr.[7]