| Kaiser, Rick | Deputy Director of Programs | Community Services Administration | (203) 946-8605 |
| Shashinka, Felicia | Deputy Director of Operations | Youth and Recreation Department | (203) 946-8088 |
| Logan, Brooke | Deputy Director of Health | Health Department | (203) 946-8351 |
| Buenaventura, Glenda | Deputy Director of Environmental Health - Lead Program | Health Department | (203) 946-7373 |
| Dasent, Tariq | Deputy Director of Admin & Planning | Public Works Department | (203) 946-6738 |
| D'Amore, Frank | Deputy Director Neighborhood & Property Services | Livable City Initiative | (203) 946-2258 |
| Stroud, Mark | Deputy Director Housing Code Inspector | Livable City Initiative | (203) 946-8266 |
| Schroeter, Catherine | Deputy Director Administrative Services | Housing & Development Administration | (203) 946-8274 |
| Eyzaguirre, Carlos | Deputy Director Administration, Economic Development | Economic Development Administration | (203) 946-5761 |
| HOFFMAN, ERIC | DEPUTY DIRECTOR - PARKING | Transportation, Traffic & Parking | (203) 946-8077 |
| NOTGHI, BIJAN | DEPUTY DIRECTOR - OPERATION | Transportation, Traffic & Parking | (203) 946-8069 |
| Futrell, Kim | Deputy Director | Arts, Culture and Tourism | (203) 946-7172 |
| Chavez-Brumell, Luis | Deputy Director | Public Library | (203) 946-2279 |
| Hladun, Stephen | Deputy Director | Parks Department | (203) 946-8576 |
| _, Vacant | Deputy Director | Youth and Recreation Department | (203) 946-6071 |
| Patton, Jeffrey | Deputy Director | Public Safety Communications | (203) 946-6234 |
| LaMarr, Catherine | Deputy Corporation Counsel | Corporation Counsel | (203) 946-7974 |
| Duprey, Michelle | Deputy Corporation Counsel | Corporation Counsel | (203) 946-7962 |
| Williams, Roderick | Deputy Corporation Counsel | Corporation Counsel | (203) 946-7966 |
| Sosa-Lombardo, Carlos | Deputy Community Services Administrator | Community Services Administration | (203) 946-7946 |
| :, Vacant | Deputy Chief of Staff | Mayor's Office | |
| Bombero, Rebecca | Deputy Chief Administrative Officer | Chief Administrator's Office | (203) 946-7903 |
| Bellonio, Frank | Deputy Building Official | Office of Building Inspection & Enforcement | (203) 946-8039 |
| Samuel, Arlevia | Deputy Administrator Housing & Development | Economic Development Administration, Housing & Development Administration | (203) 946-8436 |
| Romero, Jose | Demolition Inspector | Office of Building Inspection & Enforcement | (203) 946-7730 |
| Gant, Maritza | Democratic Voters Clerk / Bilingual | Registrar of Voters | (203) 946-6431 |
| Evans, Shannel | Democratic Registrar of Voters | Registrar of Voters | (203) 946-8034 |
| DeMatteo, Elizabeth | Democratic Deputy Registrar | Registrar of Voters | (203) 946-8036 |
| Alicea, Arvil | Data Processing Project Coordinator | Health Department | (203) 946-7389 |
| Jones, Carol | Data Control Clerk II PT | Finance Department | (203) 946-6704 |
| Jackson, Dawn | Data Control Clerk II | Finance Department | (203) 946-8290 |
| Jacob, Allison | Corporation Counsel | Corporation Counsel | (203) 946-7951 |
| Mitchell, Lorena | Coordinator Office of Community Health Initiatives | Community Services Administration | (203) 946-6759 |
| Baker, Tenaiya | Coordinator of Youth at Work | Youth and Recreation Department | (203) 946-8583 |
| Gruber, Killian | Coordinator of Resident Services | Chief Administrator's Office | (203) 946-4984 |