| Pluchino, Ariella | Project Manager - Ryan White Part A Office | Health Department | (203) 946-5460 |
| Popolizio, Pamela | Legal Assistant II | Corporation Counsel | (203) 946-6549 |
| Price, Joshua | Chief Landscape Architect | Parks Department | (475) 331-5678 |
| Proto, Michael | Acting Public Assembly Inspector | Fire Services | (203) 946-6226 |
| Pullen, Alexzander | City Assessor / Deputy Assessor | Assessor’s Office | (203) 946-6353 |
| Ramirez, Fernando | Acting Life Safety Compliance Officer | Fire Services | (203) 946-6223 |
| Reed, Lorraine | Administrative Assistant | Health Department | (203) 946-8174 |
| Reyes, Felipe | Overdose Prevention Navigator | Health Department | (475) 318-1893 |
| Reyes, Michael | Public Space Enforcement Officer (East) | | (203) 946-4809 |
| Reyes, Tomas | Acting Supervisor of Fire Investigation | Fire Services | (203) 946-6224 |
| Rich, Thabisa | Community Outreach Coordinator | Arts, Culture and Tourism | (203) 946-7664 |
| Richardson, Donaja | Recreation Program Assistant | Elderly Services | (475) 434-0393 |
| Rios, Jessica | Legislative Aide II | Board of Alders Legislative Services | (203) 946-7936 |
| Rios Jr., Edwin | Bilingual Legislative Assistant | Board of Alders Legislative Services | (203) 946-5466 |
| Rivas, Malissa | Deputy Tax Collector | Finance – Tax Office | (203) 946-7977 |
| Rivera, Cynthia | Code Enforcement Working Supervisor | Public Works Department | (203) 946-2272 |
| Rivera, Geovanny | Sanitarian | Health Department | (475) 331-2438 |
| Rivera, Iris | Legal Executive Secretary | Corporation Counsel | (203) 946-5195 |
| Rivera, Manuel | Deputy Director, Economic Development | Economic Development Administration | (203) 946-5335 |
| Rivera-Malav, Yahaira | Program Coordinator - Vending | Office of Building Inspection & Enforcement | (203) 946-8388 |
| Robinson-Sims, Fayan | Payroll/Benefit Auditor | Finance – Payroll & Pension | (203) 946-6388 |
| Rodriguez, Abdias | Property Maintenance Worker | Livable City Initiative | |
| Rodriguez, Edward | Housing Code Inspector | Livable City Initiative | (203) 946-8382 |
| Rodriguez, Mell | Nursing Administrative Assistant | Health Department | (475) 331-1362 |
| Romero, Jose | Demolition Inspector | Office of Building Inspection & Enforcement | (203) 946-7730 |
| Rosario, Rosaly | Housing Code Inspector | Livable City Initiative | (203) 946-7850 |
| Rosenberg, Helen | Economic Development Officer | Economic Development Administration | (203) 946-5889 |
| Rose-Wilen, Esther | Assistant Director of Comprehensive Planning | City Plan | (203) 946-3029 |
| Rubenstein, Becky | Public Health Educator | Health Department | (203) 946-8186 |
| Rynich, Jerry | Acting Fire Marshal | Fire Services | (203) 946-7656 |
| Salem, Hazem | Municipal Civil Engineer | Engineering | (203) 946-5892 |
| Samuel, Shakira | Fire Inspector | Fire Services | (203) 946-7653 |
| Sanchez, Luis | Superintendent of Refuse | Public Works Department | (203) 946-8151 |
| Scott, Robert | Assistant Corporation Counsel | Corporation Counsel | (203) 946-7971 |
| Shapiro, Zachary | Chief Structural Engineer | Engineering | (203) 946-8096 |