He was a confidential source upon whom the Federal Bureau of Investigation (FBI) relied to help prosecute "Operation Polar Pen", the Alaska political corruption probe that eventually ensnared United States Senator Ted Stevens.
In his final semester of law school he was appointed legal extern to retired United States District Court Judge James Singleton and during the 1970s and 1980s taught justice courses as adjunct faculty for Anchorage Community College.
In his final year of public service, editorial writers of Alaska's largest newspaper twice applauded Commissioner Prewitt for his, "unusually level-headed approach to the high charged issue of crime…when he argues 'adding police and prosecutors, without giving equal attention to prevention, custody and treatment alternatives may be tough-minded, but it's also soft-headed and fiscally irresponsible.
"[2][dubious – discuss] In 1995 Prewitt established a private consulting and lobbying practice advising and representing human service organizations pursuing business partnerships, outsourcing opportunity, funding, statutory and regulatory changes with Alaska state and local government.
"[citation needed] Two of the early private prisons venture partners were caught up in the ongoing Alaska political corruption probe leading to blogger and press speculation that Prewitt's service to the federal government may have been the result of a secret plea agreement although no formal charges were placed.
[4] Under cross-examination during the criminal trial of former Alaska Representative Tom Anderson, Prewitt testified that he accepted a $30,000 loan from Bill Weimar in 1994, four months before the end of his term as Commissioner of Corrections.
He testified it was a personal loan offered during a family emergency that he gratefully accepted and repaid by providing six months of legal consulting work for Allvest, Incorporated from February 1995 to July 1995.
"These transfers were made with the intent to evade just obligations," Dooley allege(d) in his lawsuit ...[5] Prewitt also acknowledged making an improper campaign contribution in 2002 that could have resulted in a civil fine or written warning if the violation had come to the attention of the Alaska Public Offices Commission (APOC).