| Romero, Madeline | Community Health Worker - Healthy Homes | Health Department | (203) 946-7864 |
| Rosario Diaz, Yachira | Admin. Customer Svc. Coord. | City Clerk | (203) 946-8347 |
| Rosenberg, Helen | Economic Development Officer | Economic Development Administration | (203) 946-5889 |
| Rose-Wilen, Esther | Assistant Director of Comprehensive Planning | City Plan | (203) 946-3029 |
| Rowe, Kasandra | Community Health Liaison | Health Department | (203) 927-8164 |
| Rubenstein, Becky | Public Health Educator | Health Department | (203) 946-8186 |
| RUGGIERO, ALBERT | PARKING ENFORCEMENT OFFICER | Transportation, Traffic & Parking | |
| Rush-Kittle, Regina | Chief Administrative Officer | Chief Administrator's Office | (203) 946-7901 |
| Rynich, Jerry | Fire Inspector | Fire Services | (203) 946-7656 |
| SALADINO, STEVE | PARKING ENFORCEMENT FIELD SUPERVISOR | Transportation, Traffic & Parking | (203) 946-5334 |
| Sampieri, Ed.D, Kristy | Controller | Finance Department | (203) 946-8360 |
| Samuel, Arlevia | Deputy Administrator Housing & Development | Housing & Development Administration | (203) 946-8436 |
| Samuel, Shakira | Fire Inspector | Fire Services | (203) 946-7653 |
| Sanchez, Luis | Superintendent of Refuse | Public Works Department | (203) 946-8151 |
| SANDERS, CARLTON | PARKING ENFORCEMENT OFFICER | Transportation, Traffic & Parking | |
| Santana, Jailyne | Auditor II | Finance Department | (203) 946-8303 |
| Sasso, Donna | CADD Technician | Engineering | (203) 946-6734 |
| Sawicki, Chet | Director Information Technology | Information Technology | |
| Schroeter, Catherine | Deputy Director Administrative Services | Housing & Development Administration | (203) 946-8274 |
| Scott, Robert | Assistant Corporation Counsel | Corporation Counsel | (203) 946-7971 |
| Shapiro, Zachary | Chief Structural Engineer | Engineering | (203) 946-8096 |
| Shashinka, Felicia | Deputy Director of Operations | Youth and Recreation Department | (203) 946-8088 |
| SHAW, RAYMOND | METERS SUPERVISOR | Transportation, Traffic & Parking | |
| Sheeley, Keith | Administrative Assistant | Assessor’s Office | (203) 946-4923 |
| Shular, Amanda | Paralegal | Housing & Development Administration | (203) 946-7949 |
| Simeone, Michael | Chief Technology Officer | Information Technology | |
| Simon, Yanina | Legal Assistant II | Corporation Counsel | (203) 946-7943 |
| Sims, Lisa | Administrative Assistant II | Fire Services | (203) 946-6222 |
| Sirowich, Megen | Municipal Civil Engineer | Engineering | (203) 946-8099 |
| Smart, Michael B. | City Clerk | City Clerk | (203) 946-8343 |
| Smith , Corrine | Collection Service Representative | Finance – Tax Office | (203) 946-4918 |
| Smith, Tyrell | Property Maintenance Worker | Livable City Initiative | |
| Snyder, Lilia | Small Contractor Developer | Economic Development Administration | (203) 946-6550 |
| Solomon, Patricia | Finance Compliance & Assurance Monitor | Finance Department | (203) 946-4807 |
| Speiller, Lenny | Director of Communications | Mayor's Office | (203) 946-4933 |
