City Attorney

Attorney Jennifer D. Cockcroft

Jennifer D. Cockcroft was admitted to the Florida Bar in 2004 and has been a municipal lawyer since 2004.  She has also been a member of the Georgia Bar since 1998.

Ms. Cockcroft began her legal career as a prosecutor in Atlanta, Georgia, with the Fulton County District Attorney's Office as a Senior Assistant District Attorney.  She prosecuted felony cases in multiple divisions, from indictment through trial from 1998 to 2004.

In 2004, Ms. Cockcroft relocated back to Florida and was admitted to the Florida Bar.  From 2004 to 2014, Ms. Cockcroft practiced municipal law as in house counsel to the City of Kissimmee, as the sole Assistant City Attorney.  During this time, Ms. Cockcroft represented all City Departments and City Boards as well as the City Commission in day to day matters as well as during meetings of the City Boards.

Ms. Cockcroft also holds a Florida Real Estate Association License as of 2015.

She has been associated with Stenstrom, McIntosh, Colbert & Whigham, P.A., the oldest and largest law firm in Seminole County, Florida as "of counsel" attorney since January 2016.

Ms. Cockcroft is an Orlando native.  She is married and lives in Kissimmee with her husband and two sons.  She is an active community volunteer and serves on two not for profit boards, the Friends of Kissimmee Parks and the Osceola High School Baseball Homerun Club.

Attorney William L. Colbert


Mr. Colbert received a B.S. degree from the University of Florida in 1967 and a J.D. from Florida State University College of Law in 1969. He was admitted to practice before the U.S. Supreme Court in 1973. He served as Staff Counsel for the Florida Public Service Commission from 1970 to 1971, Municipal Judge for the City of Oviedo from 1971 to 1973, Prosecuting Attorney for the City of Altamonte Springs from 1971 to 1976, Chairman of the Seminole County Sheriff's Department Civil Service Board from 1972 to 1988, Chairman of Grievance Committee for the Eighteenth Judicial Circuit from 1977 to 1979, Interim City Attorney for St. Cloud from 1992 to 1994, City Attorney for DeBary from 1994 to 1999, Palm Coast from 2000 to 2006. He has been City Attorney for Oviedo since 1979, for Sanford since 1981, for Daytona Beach Shores since 2001 and for Webster since 2013.

Mr. Colbert is AV rated by Martindale-Hubble and is a member of the Florida Municipal Attorneys Association (President 1991-1992), Florida's Outstanding Municipal Attorney of the Year, 1995), Eighteenth Circuit Judicial Nominating Commission (Chairman 1192-1994), Fifth District Court of Appeals Nominating Commission (1994-1997), Chairman 1995-1996), the Seminole County Bar Association, Volusia County Bar Association. The Florida Bar, the American Bar Association and Phi Alpha Delta Legal Fraternity.

Mr. Colbert is the managing partner of Stenstrom, Mclntosh, Colbert & Whigham, P. A. In addition to his duties as managing partner and as City Attorney for several central Florida cities, Mr. Colbert primarily practices in the areas of real estate, estate planning, and probate although he has had a broad range of legal experience during his career.