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 Sheriffs

The Windham County Sheriff’s Office is currently accepting applications for a Level 3 deputy. The Windham County Sheriff’s Office offers competitive pay, extensive training, flexible scheduling and various day to day duties and other incentives. Experience is not needed, but Vermont Criminal Justice Training Council Level II or Level III certified officers are preferred. So, if you have been looking to start your exciting career in law enforcement and giving back to your community, complete the application and send us your resume. For more information or questions contact Jessica Perron at 802-365-4942 or email recruiting@windhamcountyvt.gov. Duties/Responsibilities: Community events Construction zone safety DUI interdiction Occupant protection enforcement Patrol & motor vehicle enforcement Prisoner transports Security details School Resource Officers Benefits: Competitive salary Diverse work environment Paid holidays Medical insurance Dental insurance Vermont State Employees' Retirement pension Uniforms and equipment are provided Qualifications: Community Oriented Self-Motivated Prior training or experience preferred but not required 18 years of Age Valid Driver’s License High School Diploma or GED Equivalent Be able to pass a background investigation and polygraph Physical Fitness Standards at the 40th Percentile (Click to view standards) Be able to stand/walk or sit for extended period of times The Windham County Sheriff’s Office is an equal opportunity employer.

Part-time Custodian

The Windham County Sheriff's Office is seeking a part time custodian for 20 hours a week with a flexible schedule. Class Definition: Manual work involving custodial care of county offices, buildings and grounds. Functions as crew leader and responsible for janitorial supplies and equipment requisitions, distribution, and care. Duties are performed primarily at the Sheriff’s Office under the direct supervision of the County Sheriff or his/her designee and indirect supervision of county assistant judges. Location is subject to change.

Examples of Work: Performs cleaning and housekeeping duties. Engages with outside vendors and contractors for regular inspections and maintenance, as approved by supervisor. Requisitions janitorial and housekeeping supplies. Operates motorized floor care and/or ground care equipment. Perform grounds keeping, snow removal, lawn mowing, painting, carpentry, minor mechanical repairs, landscaping, cleaning, trash removal, and recycling. May be responsible for securing building. Performs related work as required. Environmental Factors: Duties are performed during an assigned shift at a county owned or leased building. Must be able to work outdoors in all types of weather. Good physical condition and ability to climb ladders and lift heavy weights and equipment (up to 60 lbs.) is necessary. Some overtime, weekend or evening work may be required. Travel may be required for which private means of transportation must be available. Knowledge, Skills and Abilities: Considerable knowledge of methods, materials, and equipment used in providing custodial services. Physical ability sufficient to perform job duties. Knowledge of purchase and requisition procedures. Knowledge of computer use for online training, time-sheet entry and e-mail. Ability to operate building custodial equipment. Ability to perform assigned duties in a neat, safe, and timely manner. Ability to keep simple records and reports. Ability to work and interact effectively with fellow employees. Minimum Qualifications High school diploma or equivalent Driver’s license Special Requirements: A criminal record check, fingerprints and/or child abuse registry check is required for positions within this class based on the locations where duties are to be performed. Please apply via by emailing an application, cover letter and resume to recruiting@windhamcountyvt.gov. For special accommodations please email: jperron@windhamcountyvt.gov Job Type: Part-time Pay: $20.00 - $25.00 per hour Expected hours: 20 per week Schedule: 4 hour shift Experience: Facilities maintenance: 1 year (Preferred) Experience: Custodial maintenance 2 yeas (Required) License/Certification: Driver's License (Required) Ability to Commute: Brattleboro, VT 05301 (Required) Work Location: In person

State Transport Deputy

The Vermont Department of State’s Attorneys and Sheriffs is hiring for a State Transport Deputy in the Windham County Sheriff’s Department Brattleboro, VT. This is a full-time position, 40 hours per week Monday-Friday. The position is paygrade 23 with a salary range of $27.50 to $42.94 hourly based upon relevant work history, and is eligible for State benefits. The Transport Deputy position serves a six-month working probationary period. Summary of Duties: The State Transport Deputy (“Transport Deputy”) is engaged in specialized law enforcement work for the Department of State’s Attorney’s and Sheriffs (“SAS”) involving the safe and secure transportation of person in the custody of the State of Vermont to and from court hearings, or persons ordered from court to another facility. Statutorily, the transport orders are for prisoners, persons suffering mental illness, and juveniles. The Transport Deputy may also be assigned to perform extradition work, and other duties assigned by the SAS Executive Director, or by the Sheriff when those tasks have been approved by SAS. The Transport Deputies are under the jurisdiction of the SAS Executive Director, but locally supervised by the Sheriff. The position is normally assigned to work Monday-Friday, however, the starting and finishing time each workday, as well as the workweek days, is directed by the Sheriff in accordance with the needs relating to transports, extraditions, or other assignments, including, but not limited to, assisting other Sheriffs’ offices with transports, and/or extradition work as authorized by the Sheriff and Department. The Transport Deputy must be able to successfully adapt to variations in the daily schedule, and the pressure associated with transporting individuals who may be experiencing anxiety and stress related to their court/case adjudication. The Transport Deputy is expected to establish positive and collaborative working relationships with the other Sheriffs’ offices, the 14 State’s Attorneys’ offices, the Vermont Judiciary Courts, the Departments of Corrections, Mental Health, Children and Families, Vermont State Police and other law enforcement agencies, and state and federal partners and community organizations. Must have excellent interpersonal skills, and demonstrate empathy, emotional intelligence and maturity, and maintain professional behavior and self-composure under stressful situations. Must correctly interpret and apply office and department rules in performance of the job. Must be timely in reporting to work and dependable in attendance. Must consistently demonstrate good judgment, courtesy and tact. Must establish and maintain effective working relationships with supervisors and co-workers, partner agencies and organizations, and the public. Must represent the State and the Department in a professional manner at all times, both off and on duty. Must complete and submit accurate timesheets, report all hours and leave time; complete transportation reports, submit transport data into the system designated by SAS. If no transports or related duties are scheduled, the Transport Deputy may assist the Sheriff with general law enforcement services in the county, in accordance with tasks that have been pre-approved by the Department of SAS. 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). 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 the Transport Deputy can expect delays based upon the courts’ schedules. There is stress related to the transportation of inmates which may include the potential for physical altercations, medical emergencies, transporting individuals who may be experiencing 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 Qualifications: A valid Vermont Driver’s license. Failure to maintain a valid Vermont Driver’s license will result in separation from the State Transport Deputy position. Incumbent must immediately report to the Sheriff any criminal charges and/or motor vehicle violations. The employee will be required to have Level 2 or 3-Vermont law enforcement certification at the time of hire; or with the approval of the Department and the Sheriff, a new hire may attain the Level 2 certification within the first 4 weeks of employment. Failure to attain or retain certification will result in separation from the position. **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 SAS Executive Assistant Ashley Perry at sas.jobs@vermont.gov The Vermont Department of State’s Attorneys and Sheriffs is committed to equal employment opportunity for all individuals, and to providing a work environment free of discrimination and harassment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, ancestry, national origin, place of birth, age, protected veteran or disabled status, genetic information, or crime victim status.

Part Time Dispatcher

Emergency Communications Dispatcher Windham County Sheriff's Office – Southern Vermont Regional Emergency Communications Center Location: Brattleboro, VT (In-Person) Job Type: Part Time Opportunities Available The Southern Vermont Regional Emergency Communications Center (SVRECC), operated by the Windham County Sheriff's Office, is seeking qualified candidates for the position of Emergency Communications Dispatcher. SVRECC provides 24/7 emergency dispatch services for the Windham County Sheriff’s Office and Bellows Falls Police Department. We are currently looking to hire Part Time positions. Minimum Qualifications: Must be at least 18 years of age High school diploma or equivalent Excellent verbal communication and decision-making skills Strong computer and typing proficiency Ability to multi-task and remain calm under pressure is essential Availability to work overnight and variable shifts, including weekends and holidays High moral character, strong ethics, and confidentiality Ability to pass a background investigation, criminal history check, and motor vehicle records check Job Responsibilities: Answer and prioritize emergency and non-emergency calls from the public Dispatch law enforcement and emergency services as appropriate Operate multi-line phone systems, two-way radios, and dispatching software Maintain accurate logs of all calls and incidents Monitor facility CCTV systems Use NCIC/VCIC teletype systems for inter-agency communications Maintain working knowledge of Windham and Bennington Counties and surrounding areas Communicate clearly, courteously, and professionally at all times Attend ongoing training to maintain skills and certifications Work overtime as needed for adequate coverage Preferred Qualifications: At least 1 year of typing or clerical experience Previous experience in customer service, public safety, or emergency communications preferred but not required Valid driver’s license Schedule: Flexibility required for day, evening, night, weekend, and holiday shifts On-call shifts may be required Pay: Starting Rate $24.00 per hour DO NOT APPLY VIA INDEED INSTEAD: Send your application, resume and cover letter to: recruiting@windhamcountyvt.gov Application can be found on our website: https://windhamcountyvt.gov/employment.php For special accommodation or questions, contact: Office Manager Jessica Perron-Hall at (802) 365-4942 x 2

Outreach and Intake Coordinator

Job Title: Outreach and Intake Coordinator, Windham County Lead Hazard Reduction Capacity Building Program Location: Hybrid remote – combination of office-based (minimum 1 day a week) and fieldwork Job Type: Part-time (up to 32 hours per week) Salary: $20- $25 per hour Reports to: Sheriff Mark Anderson (or designee) and Program Manager Elisha Underwood Job Summary: The Outreach and Intake Coordinator will be responsible for conducting targeted outreach and communications activities and educating communities about lead hazards as well as creating and managing a communication plan for outreach efforts. This role involves assessing eligibility for the program, creating and maintaining a waiting list of property owners, and providing administrative support to the Project Coordinator and Program Manager. The O and I Coordinator will assist Program Manager to work closely with the State of Vermont Asbestos and Lead programs, as well as local economic development directors, town management, and select boards, to facilitate meetings and discussions around childhood lead poisoning as needed. Additionally, the Coordinator will provide logistical support as needed for presentations for community groups, parents, childcare providers, and property owners, as well as develop and manage social media campaigns, Advertisements and press releases to increase program visibility. Key Responsibilities: 1. Targeted Communication, Outreach and Education: o Create and manage a communications plan to outline community outreach activities. o Conduct outreach efforts to educate communities about the dangers of lead hazards and available resources for lead hazard control as needed. o Provide logistical support for presentations by staff to various community groups, select boards, parents, childcare providers, and property owners as needed. o Develop, design and manage social media campaigns to raise awareness about lead hazards and the program’s services. o Write press releases about program services to local media outlets and track what is published. o Design and manage Advertisements to local media outlets to raise awareness about lead hazards and program services. 2. Eligibility Assessment and Intake: o Assess the eligibility of property owners and tenants for program participation. o Create and maintain a waiting list of property owners interested in participating in the program. o Provide information and guidance to applicants throughout the intake process. 3. Administrative Support: o Provide administrative support to the Project Coordinator, Fiscal Officer and Program Manager, including scheduling meetings, managing communications, maintaining records and other tasks as needed. o Assist in the preparation of reports, presentations, and other documentation as needed. 4. Collaboration and Building Partnerships: o Work closely with the State of Vermont Asbestos and Lead programs to align outreach and intake efforts with state initiatives. o Coordinate with Town and City Economic Development Directors, town management, and select boards to ensure program goals are met. o Collaborate with local government officials, town management, and select boards to arrange meetings focused on childhood lead poisoning prevention. 5. Program Support: o Monitor and track the effectiveness of communications, outreach and education activities, making recommendations for improvements. o Ensure that all outreach and intake activities comply with relevant regulations and guidelines. Qualifications: o Experience in community outreach, education, or public health, preferably related to environmental health or housing. o Strong organizational and administrative skills. o Excellent communication and interpersonal skills, with the ability to engage a wide range of audiences. o Ability to manage multiple tasks and meet deadlines. o Proficiency in Microsoft Office (Word, Excel, PowerPoint, etc.), Canva, social media platforms and ability to write and deliver press releases. o Knowledge of lead hazard control, HUD regulations, and/or state-level health programs is a plus. o Ability to work independently and as part of a team. o Comfortable working with data and creating easy-to-understand graphs to share with community members and funding partners. o Basic knowledge of WordPress and ability to make simple updates to the organization’s website. Application Instructions: Please submit your application, resume, cover letter, and any relevant work samples to lead@windhamcountyvt.gov by Thursday October 2, 2025 end of day. For questions: Contact Program Manager Elisha Underwood (802) 212-1548 or at eunderwood@windhamcountyvt.gov For Special Accommodation: Contact Office Manager Jessica Perron-Hall 802-365-4942 x 2 or via email at jperron@windhamcountyvt.gov This job description outlines the primary responsibilities and qualifications for the Outreach and Intake Coordinator role. This role will consist of 50% office-based and 50% field work. The successful candidate will be essential in driving community engagement, ensuring program accessibility, and supporting the administrative functions of the lead hazard reduction capacity building program. Application can be found on our website: https://windhamcountyvt.gov/employment.php