| Smith, Tyrell | Property Maintenance Worker | Livable City Initiative | |
| Stafford, Tarrol | Housing Code Inspector | Livable City Initiative | |
| Simeone, Michael | Chief Technology Officer | Information Technology | |
| Sawicki, Chet | Director Information Technology | Information Technology | |
| SANDERS, CARLTON | PARKING ENFORCEMENT OFFICER | Transportation, Traffic & Parking | |
| SHAW, RAYMOND | METERS SUPERVISOR | Transportation, Traffic & Parking | |
| STONE, GEORGE | PART-TIME PARKING ENFORCEMENT OFFICER | Transportation, Traffic & Parking | |
| Sulmann, EL M. | Paralegal | Corporation Counsel | (203) 946-2326 |
| Sullivan, Tyrese | Project Manager | Housing & Development Administration | (203) 946-2844 |
| Solomon, Patricia | Finance Compliance & Assurance Monitor | Finance Department | (203) 946-4807 |
| Sheeley, Keith | Administrative Assistant | Assessor’s Office | (203) 946-4923 |
| SIMPSON, HALEY | Director TT&P | Transportation, Traffic & Parking | (203) 946-4932 |
| Speiller, Lenny | Director of Communications | Mayor's Office | (203) 946-4933 |
| Swamy, Latha | Food System Policy Director | Community Services Administration, Food System Policy | (203) 946-5194 |
| SALADINO, STEVE | PARKING ENFORCEMENT FIELD SUPERVISOR | Transportation, Traffic & Parking | (203) 946-5334 |
| Sullo, Debra | Legislative Assistant | Board of Alders Legislative Services | (203) 946-5800 |
| Sykes, Tiffany | Executive Administrative Assistant | Human Resources | (203) 946-5804 |
| Sullivan, Dan | EMS Supervisor | Fire Services | (203) 946-5834 |
| Salem, Hazem | Municipal Civil Engineer | Engineering | (203) 946-5892 |
| Staggers, Lisa | Administrative Assistant | Youth and Recreation Department | (203) 946-6149 |
| Sims, Lisa | Administrative Assistant II | Fire Services | (203) 946-6222 |
| Stratton, Kevin | Director of Public Safety Communications | Public Safety Communications | (203) 946-6236 |
| Snyder, Lilia | Program Manager, Small Contractor Development | Economic Development Administration | (203) 946-6550 |
| Stubbs, Curtis | Labor Relations Attorney-OLR | Mayor's Office | (203) 946-7152 |
| Samuel, Shakira | Fire Inspector | Fire Services | (203) 946-7653 |
| Simon, Yanina | Legal Assistant II | Corporation Counsel | (203) 946-7943 |
| Sosa-Lombardo, Carlos | Deputy Community Services Administrator | Community Services Administration | (203) 946-7946 |
| Shular, Amanda | Paralegal | Corporation Counsel, Housing & Development Administration | (203) 946-7949 |
| Scott, Robert | Assistant Corporation Counsel | Corporation Counsel | (203) 946-7971 |
| Shashinka, Felicia | Deputy Director of Operations | Youth and Recreation Department | (203) 946-8088 |
| Shapiro, Zachary | Chief Structural Engineer | Engineering | (203) 946-8096 |
| Sirowich, Megen | Municipal Civil Engineer | Engineering | (203) 946-8099 |
| Sullivan, Maureen | City Librarian | Public Library | (203) 946-8124 |
| Sanchez, Luis | Superintendent of Refuse | Public Works Department | (203) 946-8151 |
| Stroud, Mark | Deputy Director Housing Code Inspector | Livable City Initiative | (203) 946-8266 |
