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Part-Time Boys Development Facilitator

CJR
Winchester, CT Part Time
POSTED ON 10/18/2026
AVAILABLE BEFORE 11/16/2026
Boys Development Facilitator - Job# 301, 574
Winchester/ Winsted, CT 06098

Part-time - $19.50 per hour
20 hours per week



About This Job:
As a Boys Development Facilitator, you'll be a positive role model, leading engaging activities, supporting emotional growth, and helping youth develop life skills like cooking, time management, and teamwork. You'll supervise and care for up to four teens in a warm, trauma-informed environment, ensuring their safety and well-being while having fun with outings like hiking, go-karts, and movies. With a relaxed staff-to-youth ratio, you'll build respectful relationships, foster independence, and empower teens to thrive.
  • Engage youth in recreational and prosocial activities such as fishing, hiking, YMCA visits, go-karts, movies, laser tag, basketball, and more. 
  • Assist with preparing youth for school, morning routines, meals, evening routines, and maintaining a clean, organized home environment. 
  • Provide care for up to four youth, many referred by DCF, within a low staff-to-youth ratio (1:2 up to 1:4) in a trauma-informed, therapeutic group home environment. 
  • Provide transportation for youth and families, including to school, jobs, activities, and appointments using a company provided vehicle. 
  • Ensure the physical safety of youth, conduct routine headcounts and bed checks, and provide crisis intervention as needed. 
  • Maintain professional boundaries and develop respectful, supportive relationships with youth. 
  • Plan, lead, and facilitate organized daily activities and therapeutic groups, including Restorative Justice Practices and DBT-Lite. 
  • Interpret program goals and treatment plans to youth and their families. 
  • Monitor and support youth with physical or emotional needs to ensure safety. 
  • Reinforce and role-model individualized youth needs and treatment plans. 
  • Foster independence, resilience, empathy, and teamwork among youth. 
  • Support youth in developing life skills such as time management, food preparation, personal accountability, and good study habits; mentor them in these areas. 
  • Participate in ongoing training, team meetings, and supervision. 
  • Provide support, guidance, and a home-like setting to promote youth development and make a positive impact in their lives.
  • Complete all required documentation and reports accurately and promptly. 

Qualifications:
  • Minimum of 6 months of experience working with court-involved, at-risk, or similar youth populations - Required
    • If this experience is not clearly listed on your resume, the hiring team may not be able to consider your application.
  • Valid driver’s license to utilize a company-provided vehicle during work hours - Required  
  • High school diploma or equivalent - Required  
  • Associate's degree or 60 college credits - Preferred  
  • Excellent interpersonal skills  

Shift and Rate of Pay:
Part-Time - $19.50 per hour
Option 1 (Job #301):
  • Thursday 4:00pm-9:00pm
  • Friday 4:00pm-9:00pm
  • Sunday 11:00am-9:00pm
Option 2 (Job #574):
  • Friday 11:00am-9:00pm
  • Saturday 11:00am-9:00pm

Benefits:
At CJR, we pride ourselves on creating a compassionate, culturally responsive work environment and offering a comprehensive benefits package that encourages and supports a healthy work/life balance. Joining our team, full-time employees will enjoy the following benefits:
  • Generous Paid Vacation Package (unused time eligible for carry over)
  • Generous Paid Sick Time (unused time eligible for carry over)
  • Paid Holiday Time (separate from vacation time)
  • Floating Holidays (separate from paid vacation time and paid holiday time)
  • Annual monetary incentives
  • Tuition Assistance
  • 401(k) Retirement Savings Plan with Company Match
  • Career Growth Opportunities
  • Company Celebrations & Employee Recognition Program
  • Employee discounts (cell phone, computer)
  • Employee Assistance Program (EAP)
  • Qualified Public Service Loan Forgiveness (PSLF) Employer Federal Student Aid
  • 10%-20% tuition discount at many local educational institutions, including those listed by the CT Nonprofit Alliance

About CJR:
A career at CJR is focused on working to ensure that every young person has an opportunity to thrive! CJR reaches across the state of Connecticut to deliver a broad continuum of care through our residential, education, wellness, and community-based programs. At CJR, you will experience a fulfilling career with an employer that encourages advancement, respects diversity, and rewards excellence!

CJR is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, sexual identity, national origin, protected veteran status, or any other classification protected by federal, state, or local law. We welcome everyone to apply, especially those individuals who are underrepresented in the industry. We embrace the competitive advantage of diversity.

Salary : $19 - $20

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