Job Opportunities

Come join our team of professionals supporting young children and their families in our community! A commitment to inclusion, learning, collaboration, and persistence as well as a can-do attitude, sense of humor, and ability to build responsive relationships are essential.

Current Job Openings

Finance Director

Development Director

Afterschool Program Staff


Benefits package for full-time employees (30+ hours)

  • Contribution towards Health Insurance premium
  • Paid Holidays & Time Off
  • Retirement plan match
  • Professional Development
  • Tuition discount for staff members’ children
  • Supplemental health, vision, dental and life insurance
  • Employee Assistance Program
  • Vision Insurance
  • Short-term disability, life insurance, accidental death and dismemberment
  • Dental Insurance
  • Dependent Life Insurance
  • Health Savings Account (depending on health insurance plan)

Finance Director

The Winston Prouty Center is looking for an experienced manager to oversee the financial operations of our programs and campus. The Finance Director will oversee the fiscal operations of the organization and create and implement overall financial strategy. The ideal candidate will be both detail oriented and a big picture thinker and will have experience working with organizations that manage multiple projects and business entities.

Responsibilities

  • Oversee all cash management, budgeting, investments, insurance, and financial reporting
  • Coordinate development of annual operating, capital, and program budgets
  • Manage and comply with local, state and federal government reporting requirements and tax filings
  • Communicate financial performance with Board of Directors, Executive Director and leadership team
  • Ensure proper closing of books and prepare monthly and quarterly financial reports
  • Provide insight and recommendations to short-term and long-term growth plan of organization
  • Oversee grants and contracts
  • Coordinate all audit activities
  • Supervise Finance Coordinator

Qualifications

  • Minimum 3-5 years previous financial and accounting experience
  • Ability to use Quickbooks Online adeptly
  • Experience with audits and budgeting
  • Knowledge of key financial reports and indicators
  • Ability to present data and information in an accessible manner.

Position is 30 hours/week, in person. Pay: $30.00 – $35.00/hr

To apply, send resume and cover letter to Lydia Mathewson, lydia@winstonprouty.org 209 Austine Drive, Brattleboro, VT 05301


Development Director

The Development Director is responsible for designing and implementing comprehensive fundraising strategies to ensure long-term sustainability of the organization. The role requires both strategic visioning and hands-on execution. The Development Director will engage staff and board to establish philanthropy as an organizational priority.

Responsibilities

  • Oversee annual calendar of fundraising activities including in-person events, annual fund appeals, and corporate sponsorships
  • Cultivate and steward relationships with individual donors, foundations, businesses and community partners
  • Manage donor database, ensuring accuracy of constituent records and timely gift entry/acknowledgement
  • Collaborate on strategic marketing and communication plans to promote events and raise awareness about programs
  • Manage budgets for fundraising activities while tracking progress toward goals
  • Identify grant opportunities, prepare and submit proposals and reports, and track deadlines
  • Bolster the Center’s major giving and planned giving programs
  • Collaborate on capital campaigns as needed
  • Supervise one Development Assistant, including delegating tasks, helping to manage time, giving feedback, and dedicating time for check-ins on a weekly, monthly, and semi-annual basis

Requirements

  • 5+ years of experience leading successful fundraising programs
  • Demonstrated success in event planning and project management
  • Familiarity with budgeting processes, data collection techniques, and donor management systems
  • Excellent verbal and written communication skills
  • Strong organizational and event management skills
  • Experience leading a small team
  • Knowledge of planned giving programs and major gift solicitation strategies strongly preferred

Attributes

  • Ability to foster positive interactions with co-workers, donors, local business community, etc.
  • Commitment to collaboration, continuous learning and improvement
  • Flexibility, positivity, and being generally unflappable.
  • Ability to respect and harness the power of diversity and inclusion.

Educational Development

  • Fulfill a minimum of 15 hours of professional development per year.Family Shelter Support Staff
  • Attend regularly scheduled staff meetings
  • Attend professional development opportunities such as workshops, conferences, courses, and other educational activities (some in evening or weekend hours) to improve skills and update knowledge of current professional practices.

Starting pay range: $30-$35/hour. To apply, send resume and cover letter to Lydia Mathewson, lydia@winstonprouty.org 209 Austine Drive, Brattleboro, VT 05301


Afterschool Program Staff

We are seeking an team of staff to launch a new afterschool program on the Winston Prouty Campus! In partnership with the Aftershool program coordinator, the program staff will create a safe, engaging, and nurturing environment for children during their after-school hours.

Responsibilities

  • Supervise children in a structured after-school setting, ensuring safety and well-being at all times
  • Plan and facilitate engaging activities that promote learning, creativity, and social skills
  • Assist with homework support or tutoring as needed
  • Collaborate with other staff members to develop age-appropriate activities
  • Maintain clear communication with parents or guardians regarding children’s daily experiences
  • Follow all health, safety, and first aid protocols, including CPR and AED procedures when necessary

Requirements

  • Experience working with children in educational, childcare, camp, or youth program settings
  • Strong classroom management skills with the ability to foster a positive environment
  • Knowledge of childhood development principles and behavior management strategies
  • Certification in first aid, CPR, AED operation, or willingness to obtain upon hire
  • Background in special education or experience working with children with diverse needs is a plus
  • Excellent communication skills and the ability to work collaboratively with team members and families
  • Prior experience in daycare, babysitting, sports coaching, theater, or tutoring is beneficial

The program will run weekdays when school is in session from 3:00pm-6:00pm. The position is for 20 hours/week with a daily shift of 2:30-6:30pm. Pay rate: $18-$20/hour

To apply, send resume and cover letter to Lydia Mathewson, lydia@winstonprouty.org 209 Austine Drive, Brattleboro, VT 05301