# Monroe County Sheriff jobs and careers

> 0 open roles at Monroe County Sheriff as of October 23, 2026. Source: https://www.thejobsmap.com/company/monroe-county-sheriff

The Sheriff's Office provides law enforcement service to all of the Florida Keys, which include approximately 125 miles of islands branching off the southern tip of Florida. The main and only highway, U.S. 1 runs from Florida City to Key West, and in that span, there are 42 bridges connecting the islands.

## Key facts

| | |
|---|---|
| Open roles | 0 |
| Headquarters | Key West, FL, United States |
| Employees | 501 to 1,000 |
| Industries | Law Enforcement |
| Website | https://keysso.net |

## Leadership

- Rick Ramsay, Sheriff
- Timothy Kennelley, Sergeant
- Katie Levy, Deputy Sheriff
- Thomas Laffan, Deputy
- Roy Owens, Deputy Sheriff
- Paul V. Ciminelli, Counsel To The Sheriff
- Allie Klonowski, Law Enforcement Officer
- Allen Bruce Childress Jr., Deputy Sheriff

## Common questions

### Is Monroe County Sheriff hiring right now?

Monroe County Sheriff has no open roles listed as of October 23, 2026. Roles appear here as soon as they are posted on Monroe County Sheriff's careers site.

### Where is Monroe County Sheriff headquartered?

Monroe County Sheriff is headquartered in Key West, FL, United States.

### Who leads Monroe County Sheriff?

Rick Ramsay, Sheriff, is at the top of Monroe County Sheriff's org chart.

### How do I apply for a job at Monroe County Sheriff?

Pick a role on Monroe County Sheriff's TheJobsMap page and select Apply. Every listing links to the original posting on Monroe County Sheriff's own careers site, so you apply directly with the employer.