Employment

At the Windham County Sheriff's Office, we are constantly busy with ongoing business. This includes prisoner transports, patrolling of towns, civil process, court security and various details ranging from road details to prisoner security for the US Marshals. If you are interested in working in this high-demand field,please fill out the application below and drop it off or mail it into the Sheriff's Office.

If you would like to apply, you may download our application, call or stop by our office and pick one up.

Deputy / Dispatcher Application

For any questions regarding employment with us, you may contact our Recruiting Section via our dispatch or by email at:

recruiting (at) windhamcountyvt.gov

Please address applications to:

Windham County Sheriff's Office ATTN: Recruiting PO Box 8126 Brattleboro, VT 05304-8126

Per-Diem Deputy Sheriff

The Windham County Sheriff’s Office is seeking motivated individuals to join our team as Per-Diem Deputy Sheriffs. This position offers a flexible schedule and is ideal for certified officers seeking additional experience or income, as well as individuals interested in starting a career in law enforcement. Duties may include patrol operations, motor vehicle enforcement, prisoner transports, construction zone safety, community events, security details, DUI enforcement, and other assignments as needed. Vermont Criminal Justice Training Council Level II or Level III certification is preferred; however, qualified candidates without certification are encouraged to apply, and training opportunities are available. Applicants must be at least 18 years old, possess a valid driver's license, hold a high school diploma or GED, and be able to pass a background investigation, polygraph examination, and physical fitness requirements. Pay ranges from $20.00 to $30.00 per hour, depending on experience, qualifications, and length of service. To apply or learn more, contact Chief of Staff Jessica Perron-Hall at (802) 365-4942. The Windham County Sheriff’s Office is an Equal Opportunity Employer.

State Transport Deputy

Application Deadline Date: Do Not Apply Online see instructions below Req ID: 55295 Department: State's Attorneys and Sheriffs Location: Brattleboro, VT, US Position Type: Exempt Schedule Type: Full Time Minimum Salary: $27.50 Maximum Salary: $42.94 How to Apply **DO NOT APPLY ONLINE** Interested applicants must send a short cover letter, and a current resume including month and year start/end dates for experience and education and 3 work-related references to: Windham County Sheriff Mark Anderson at manderso@windhamcountyvt.gov and to the SAS Executive Directors Office at sas.jobs@vermont.gov Overview The Department of State’s Attorneys and Sheriffs is seeking to hire an SAS Transport Deputy to work in the Windham County Sheriff’s Department in Brattleboro, VT. This is a full-time position, 40 hours per week Monday-Friday. The position is a paygrade 23 with a salary range of $27.50 to $42.94 hourly, and is eligible for State benefits. The SAS Transport Deputy position serves a six-month, full-time status, working test period (probationary period) that does not include any time that may be spent at the Vermont Police Academy for initial certification, or any time on unpaid leave. The SAS Transport Deputy engages in specialized work for the Department of State’s Attorneys and Sheriffs (“SAS”) and is hosted by a local Sheriff’s Department for law enforcement supervision purposes. This role involves the safe and secure transportation of prisoners, justice-involved persons, and court-involved juveniles to and from court, court-related hearings, or other facilities as ordered by the court. SAS Transport Deputies may also be assigned to perform extradition work and other duties as permitted by policy or approved, or directed, by the SAS Executive Director. While the SAS Executive Director holds the authority to determine job duties, allocate transport deputy positions, and assign them to county Sheriffs’ offices, the SAS Transport Deputy is managed, for law enforcement purposes, by the county Sheriff hosting the SAS Transport Deputy. The work also includes assisting other Sheriffs’ offices with court-ordered transports when requested or, as directed by the SAS Executive Director, or the hosting Sheriff, assisting with statewide transport needs. Summary of Duties The position is normally scheduled to work Monday through Friday. However, the starting and finishing times each workday, as well as the specific days of the workweek, are directed by the Sheriff, as approved by SAS, to meet the needs of transports, extraditions, or other authorized assignments. The SAS Transport Deputy must successfully adapt to variations in the daily schedule and manage the pressure associated with transporting individuals who may be experiencing anxiety and stress related to their court or case adjudication. Consequently, incumbents must have excellent interpersonal skills, demonstrate empathy, emotional intelligence, and maturity, and maintain professional behavior and self-composure under stressful situations. Additionally, Transport Deputies are expected to establish positive and collaborative working relationships with other Sheriffs’ offices, the 14 State’s Attorneys’ offices, the Vermont Judiciary, the Departments of Corrections, Mental Health, and Children and Families, the Vermont State Police, and other law enforcement, state, federal, and community partners. The SAS Transport Deputy must follow all policies, rules, and protocols of the State, the Department of SAS, and the hosting Sheriff, including the SAS Transport Policy. To ensure accurate payment and departmental reimbursement, the SAS Transport Deputy is required to complete and submit accurate timesheets, report all hours and leave time, and timely log all transportation data into any systems provided by the Sheriff or SAS. Deputies must account for all work performed during State-paid hours. If no transports or related duties are scheduled, the Transport Deputy may assist the Sheriff with general law enforcement services within the county, in accordance with SAS Department Policy. Required Knowledge, Skills and Abilities Required Knowledge, Skills and Abilities Ability to maintain self-composure under stressful situations, and to make appropriate decisions. Ability to carry out duties with accuracy and attention to detail. Ability to perform tasks in a professional manner and maintain strict confidentiality. Ability to respectfully interact with co-workers, supervisors, person(s) in transport, the public and partner organizations. Must have excellent interpersonal skills, and demonstrate empathy, emotional intelligence and maturity, particularly in dealing with vulnerable populations. Ability to use Microsoft Office and the transportation manager IT system(s). Preferred Knowledge, Skills and Abilities: Working knowledge of Vermont laws and ability to correctly apply them as they relate to Transport Deputy work tasks. Environmental Factors Incumbent can expect significant travel throughout the year including during inclement weather. Work hours and daily schedule is dependent upon the transport needs and the court, and one can anticipate delays based upon the courts’ schedules. In addition, there is stress related to the transportation of inmates which may include the potential for physical altercations, medical emergencies, transporting individuals who may be a mental health crisis or suffering from physical ailments, and who may become agitated and emotional based upon court outcomes. Incumbent must be able to drive, sit or stand for long periods of time. May be required to come in for call-ins for unexpected transports or extradition issues. Minimum Requirements To qualify for the position, candidates must possess and maintain a valid Vermont Driver’s license. Failure to do so will result in separation from the State Transport Deputy position. Additionally, the incumbent must immediately report any criminal charges and motor vehicle violations to the Sheriff and the Office of the SAS Executive Director. Upon hiring, the employee must have a plan to achieve at least a Level 2 law enforcement certification from the Vermont Police Academy, in coordination with the hosting Sheriff’s Department. While an existing Level 2 certification may be required at the time of hire, a new hire may attain this certification with the approval of the hosting Sheriff’s Department and the SAS Executive Director. Both Level 2 and Level 3 certifications are permissible to perform the typical work of an SAS Transport Deputy. However, if a specific certification is explicitly required for the role, as specified by the SAS Executive Director’s Office, a failure to attain or maintain that law enforcement certification may result in separation from the position. Finally, the SAS Transport Deputy position is subject to a full-time working test period (probationary period) of not less than six months. This six-month period cannot include any time spent at the Vermont Police Academy, nor can it include any time spent on unpaid leave. Equal Opportunity Statement The State of Vermont celebrates diversity, and is committed to providing an environment of mutual respect and meaningful inclusion that represents a variety of backgrounds, perspectives, and skills. The State does not discriminate in employment on the basis of race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, membership in an employee organization, family medical history or genetic information, or family or parental status. The State’s employment decisions are merit-based. Retaliatory adverse employment actions by the State are forbidden.

Part Time Dispatcher

The Windham County Sheriff’s Office is seeking qualified candidates to join our team as part-time Emergency Communications Dispatchers. WCSO provides 24/7 emergency dispatch services for the Windham County Sheriff’s Office and the Bellows Falls Police Department. This position is ideal for reliable, detail-oriented professionals who can remain calm under pressure, communicate effectively, and thrive in a fast-paced environment. Dispatchers are responsible for answering emergency and non-emergency calls, dispatching law enforcement and emergency responders, monitoring communication systems, documenting incidents, and providing critical support to public safety operations. Applicants must be at least 18 years of age, possess a high school diploma or equivalent, demonstrate strong communication and computer skills, and successfully pass a background investigation, criminal history check, and motor vehicle records check. Prior public safety dispatch, emergency communications, customer service, or related experience is preferred. Part-time positions are available with flexible scheduling. Candidates must be willing to work day, evening, overnight, weekend, holiday, and on-call shifts as needed. Starting pay is $23.00 per hour, with compensation negotiable based on experience. Overtime opportunities may be available. To apply or learn more, contact Chief of Staff Jessica Perron-Hall at (802) 365-4942. The Windham County Sheriff’s Office is an Equal Opportunity Employer.