Special City Commission Meeting to Interview City Attorney Candidates - June 18, 2025
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Special City Commission Meeting to Interview City Attorney Candidates - June 18, 2025
The City of Hollywood Special City Commission Meeting was held on June 18, 2025, at 8:35 AM in City Hall, Room 219, to interview four candidates for the position of City Attorney. The meeting included individual interviews and a discussion among commissioners to identify semi-finalists and next steps. The meeting adjourned at 12:18 PM.
Discussion Items
- Candidate Interview: Doug Harrison – Mr. Harrison, a former Hollywood litigation counsel and senior trial attorney for Miami, highlighted his extensive litigation experience, work on the Pottinger homeless case, and service on the South Broward Hospital District. He acknowledged limited experience in land use and transactional law but emphasized his ability to manage outside counsel and provide decisive advice. Commissioners asked about office management, handling risky legal advice, and his interest in Hollywood.
- Candidate Interview: Aleksandr Boksner – Mr. Boksner, current City Attorney of Cape Coral, previously served as Deputy County Attorney for Sarasota County and Chief Deputy City Attorney for Miami Beach. He described restructuring his office by assigning attorneys to departments, emphasized early involvement of legal counsel, and discussed his experience with public-private partnerships, state legislation erosion of local control, and managing a $3.4 million budget with 9 attorneys. He stated he would know the answer to 9 out of 10 questions from the dais due to prior preparation with the city manager and one-on-one meetings with commissioners.
- Candidate Interview: Angel Roseberg – Ms. Roseberg, former outside City Attorney for Lauderhill for 28 years, emphasized her broad experience in municipal law, including police legal advisor, code enforcement, contract negotiation, and managing a small firm. She discussed her role in resolving contentious issues like the MVRA golf course development. She highlighted her local ties to Hollywood and her desire to lead a larger legal department.
- Candidate Interview: Damaris Henlon – Ms. Henlon, current Interim City Attorney of Hollywood, previously served as Deputy City Attorney for four years and worked at the Broward County Attorney's Office for 10 years. She described her management style, including bi-monthly meetings to improve collaboration, and her focus on shoring up litigation readiness, improving document management, and strengthening contract forms. She noted her familiarity with the city's operations and relationships with staff.
Key Outcomes
- Commissioner Discussion and Semi-Finalist Identification – After interviews, commissioners discussed their impressions. Mayor Levy and Commissioners Callari, Gruber, Hernandez, and Biederman expressed strong interest in Aleksandr Boksner, citing his extensive experience, confidence, and strategic thinking. Commissioners Shuham, Quintana, and Biederman also expressed support for Damaris Henlon, praising her intelligence, responsiveness, and institutional knowledge. Commissioner Shuham additionally advocated for Angel Roseberg, citing her local knowledge and conflict resolution skills. Commissioner Callari and Mayor Levy suggested a potential pairing of Boksner as City Attorney with Henlon remaining as Deputy to groom her for future leadership.
- No Final Decision – The commission did not take a formal vote. They agreed to continue the discussion at the next regular city commission meeting. The meeting adjourned at 12:18 PM.
Meeting Transcript
Well, good morning, everyone. Today is Wednesday, June eighteenth, twenty twenty-five. Uh, we are here for a special city commission meeting uh to interview candidates for city attorney here in the city of Hollywood. Uh, as we all know, we have four candidates to interview today, uh, Doug Harrison, Alexander Boxner, Angel Rosenberg, and Demaris Henlin. The interview schedule was provided to us with forty-five minutes of an opportunity for each candidate, plus a ten minute break uh in between. Um, some interviews may or may not uh take the whole forty-five minutes, uh, depending on the clarity that the city commission feels uh they have one way or another. And so uh our first candidate, please let's welcome uh Doug Harrison, everybody. I'm sorry. Um, okay, roll call, please. Uh, with your work here uh and familiarity here with uh in South Broward. So uh please introduce yourself and summarize perhaps your legal experience uh relevant to municipal government. Um I really appreciate the opportunity to talk to you folks. Um you guys have a bunch of uh candidates, a group. That's very good. And um, I'm thrilled to be here, and I'm excited, and I think this is um awful. So I um grew up here in Broward County down the street in Pembroke Pine since 1977, went to all public schools, then uh went to uh Cooper City High School, uh University of Florida, University of Florida law came back. I was a violent crimes prosecutor in Dade County ultimately uh for about six and years three months. Um did a bunch of litigation. Uh I was known as a trial guy, tried anything. Um my wife's a police officer of Miami Dade County of 34 and a half years. That's the first time I've never I've been accused of being um low. Thank you. Thank you. Meet our city clerk, Pat Saran. Yes, ma'am. Hi there, ma'am. And um my wife retired um after 34 and a half years in uh in December. Um we met when I was a prosecutor. Uh so I defended police officers for a long time in various capacities. Um ultimately I was hired here at the city of Hollywood as a litigation counsel in July of 2013, although I'd started working, I think in June. Um Mr. Sheffield at the time wanted to make sure I actually knew what I was doing, apparently. So I worked for like a month for free. It was good times though. Um during that course of time, I tried um several cases in state and federal court. Um the city of Hollywood had never tried cases before. Uh well, that's not true for a little while before there was a fellow that was there earlier, and a bad result had happened with a case, and uh so there was a little bit of a shyness as to try cases. So I tried uh two federal uh cases, uh civil rights violations, uh one both of them. One was a full defense verdict, uh where the uh jury came back in our favor. Second one was um in the middle of the trial, uh plaintiff's attorney asked if we'd settle the case while I was doing uh examination of two of one of our officers. The other case was a um case where in state court where woman crashed on a motorcycle in the uh city of Hollywood, and that was um was then recruited to the city of Miami as uh senior trial attorney, went there, one of the members of the team. Um we worked on, I was the lead on something called Pottinger. Pottinger was a 30-year homeless case that the city of Miami had to basically take care of all homeless people uh for the whole county. Comes out of a case uh ACLU put together. We worked with the ACLU. Uh we put together a case in front of the federal judge who'd been handling it for about 20 years. Case started about 30 years. It was a consent decree that the city of Miami was in. Uh some of the opt-out cities were Miami Beach, Sunny Isles, and Val Harbor. Um due to that Pottinger agreement, the city of Miami literally had to provide homeless throughout the um throughout the entirety of Miami Dade County.
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