Shelley Webb
President
Shelley Webb has been with the City Attorney’s Office since December 2005. She is currently the supervising deputy of the appellate unit of the criminal division. Prior to coming to the City Attorney’s Office, Shelley was a Deputy District Attorney in Hood River, Oregon for nine years. During that time, she was the President of the employee’s union (AFSCME local).
Catherine Richardson
Vice President
Catherine Richardson is a Senior Chief Deputy City Attorney in the Civil Litigation Division, and supervises one of four General Litigation Units. She first jointed the office in 1990 in the Criminal Division, left for private practice, and later returned. She has been with the office a total of 11-1/2 years. Catherine received her B.A. from the University of California at San Diego and her J.D. from the University of San Diego School of Law. She has more than thirty years of litigation experience in a broad range of practice areas, including public entity defense, criminal prosecution, and plaintiffs’ personal injury, wrongful death and eminent domain cases. She is currently the President of the San Diego Inn of Court, and is a member of the Board of Trustees of the National Multiple Sclerosis Society, Pacific South Coast Chapter. She is a past Director of the San Diego County Bar Association, Consumer Attorneys of San Diego, and San Diego County Bar Foundation. She has also served as a Pro Tem Administrative Law Judge for the State of California, a Judge Pro Tem for the San Diego Superior Court, Small Claims Division, and as an Arbitrator for the San Diego County Bar Association Fee Arbitration Committee. She was profiled in San Diego Lawyer Magazine in its March/April 2017 edition; has been named in San Diego Magazine’s Top Lawyers, and is AV-Preeminent Rated by Martindale-Hubbell.
Christina “Tina” Rae
Recording Secretary
Tina graduated from Pepperdine School of Law in 1999 before attending Georgetown Law where she received her LLM in Securities and Financial Regulations. She began working in the Criminal Division of the Office of the City Attorney in January of 2005. She subsequently transferred into the Civil Division and is currently a Lead Deputy City Attorney in the Infrastructure Section advising City Departments on Buildings, i.e., police stations, libraries, lifeguard stations, fire stations, etc.
Karen Li
Treasurer
Karen is currently serving as the Chief Deputy City Attorney of the Neighborhood Services Section in the Civil Advisory Division. She graduated from the University of Chicago with a BA in psychology and then attended California Western School of Law. After graduating from law school, she worked as a Deputy Alternate Public Defender practicing juvenile dependency. In December 2000 she joined the Criminal Division of the City Attorney’s Office prosecuting cases in the General Trial and Case Issuance Units. In 2004, she was promoted to the Chief Deputy City Attorney of the General Trial Unit and served in that position until her transfer to the Public Safety Unit of the Civil Advisory Division in 2012. In 2017 she became the Chief Deputy of the Neighborhood Services Section, which advises the Office of ADA Compliance and Accessibility, Arts and Culture, Library, Local Enforcement Agency, Parks and Recreation, Real Estate Assets, and Special Events.
Daniel Orloff
At Large Representative
Daniel is a long-time City employee who joined the Office of the City Attorney in January of 2023. Before joining the Civil Advisory Division, Daniel was a Sergeant with the San Diego Fire Rescue Lifeguard Services Division. While working as a Sergeant, Daniel also served as Chief Steward of Teamsters Local 911. Prior to being elected Chief Steward, Daniel was a member of the Teamsters Local 911 Executive Board, Meet and Confer team, and MOU Negotiation Team. After the 2016 election, Daniel spent a year away from the Fire Rescue Department and worked at City Hall as a Policy Advisor in Council District 1, advising primarily on public safety and environmental issues. Daniel earned his Bachelors of Arts in American Studies from UC Berkeley, where he completed his thesis and area of concentration in “Race and Gender in American Popular Culture: Music, Film, and Consumerism”. At UC Berkeley, Daniel was a member of the 2007 NCAA Division 1 National Championship team in water polo, and he also served as an elementary school mentor in West Oakland with the SAGE Mentorship Project. Daniel earned his JD from the University of San Diego School of Law in 2015, where he wrote scholarly writing papers on Transgender Student Athletes at the NCAA level and Sexual Harassment in the Film Industry. Daniel was a Civil Division intern with the Office of the City attorney in 2015, and, 8 years later, made his way back to the office as a Deputy City Attorney. Daniel is now in the Public Safety Unit within the Civil Advisory Division and is assigned to the San Diego Fire Rescue Department.
Natasha Robertson
Criminal Division Representative
Natasha Robertson graduated from James Madison College at Michigan State University with a Bachelor’s Degree in International Relations and specializations in African Studies and International Development. She went on to graduate from the University of San Diego School of Law with honors in 2012 and has been a prosecutor with the San Diego City Attorney’s Office since December 2012. She was assigned as a Deputy City Attorney in the General Trial Unit for over three years, where she tried twenty cases to verdict and staffed a settlement department for a year. She is currently the Supervising Deputy of the Neighborhood Justice and Collaborative Courts Unit (NJU). In that capacity, she works closely with law enforcement and the community to find innovative ways to address chronic quality of life issues and to address the underlying causes of offenders’ criminal behavior. In recognition of her work on the San Diego Misdemeanants At-Risk Track (S.M.A.R.T.) Program, Natasha received the City of San Diego’s Employee of the Year Award for Fiscal Year 2017. She continues to work on expanding existing programs, developing new initiatives, and training neighborhood partners.
Jane Boardman
Civil Division Representative
Jane Boardman joined the Office of the San Diego City Attorney in April 2006. She currently works in the Community Services Unit in the Neighborhood Services Section. Prior to that she was a Chief Deputy City Attorney in the Civil Litigation Unit. Jane has 26 years of litigation experience in a broad range of areas. Jane obtained B.S. and M.S. degrees, both in Criminal Justice Administration, from Central Missouri State University. Before attending law school, she worked for almost 10 years as an Adult Probation and Parole Officer for the State of Missouri. After obtaining her J.D. from St. Louis University of Law, she practiced civil litigation in her own law firm with a partner, and then became an Assistant Circuit Attorney at the St. Louis City Circuit Attorney’s Office prosecuting violent felony cases and conducting over 25 jury trials and numerous bench trials. She then practiced insurance defense at Heyl, Royster, Voelker & Allen in Illinois before moving to California and practicing complex litigation at Lorber, Greenfield & Polito in San Diego. She is licensed to practice law in California, Missouri, and Illinois.
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