Transition Counselor

Job Title: Transition Counselor
Location: Stamford, CT 06905
Employment Type: Full-Time 
Salary: Based on education and experience 

Join The Pinnacle School, a NEASC-accredited, state-licensed Connecticut special education school redefining education for students with complex learning challenges. Through tailored academics, real-time support, and a collaborative approach, we empower students who may struggle in traditional settings to build essential skills, grow their confidence, and gain independence.

At the heart of our work are our core values — integrity, accountability, collaboration, inclusion, and support — which guide how we show up for students, families, and each other every day.

Why Join Us?

• Weekday Schedule – Work Monday through Friday with a consistent school-based schedule, no nights or weekends required.
• Paid School Breaks & Time Off – Enjoy paid school breaks, holidays, and personal time off, ensuring time to recharge and reset.
• Comprehensive Benefits – Access health, dental, and vision insurance, plus employer-paid short-term disability, life insurance, and flexible spending accounts (FSA/HSA).
• Financial Perks – Benefit from a 401(k)-retirement plan with up to 4% company match, plus employer-paid HSA contributions and life & disability insurance.
• Professional Development – Advance your career with tuition reimbursement, mentorship programs, leadership training, and pathways to grow into teaching or behavioral health roles.
• Supportive Team – Collaborate with educators, specialists, and therapists in a positive, inclusive environment with annual awards, Teammate Appreciation Week, and team-building events.
• Make an Impact – Help students with special needs build life skills, confidence, and independence in a supportive school environment.

Your Role as a Part-Time Transition Counselor

•  Implement Social-Emotional Interventions – Apply the CPS model and other mental health methodologies (CBT, DBT, family systems, etc.) to support students’ emotional and behavioral development.
•  Deliver Student Support Services – Provide proactive, preventative, and reactive interventions, including de-escalation and ongoing plan implementation, to meet students’ individual needs.
•  Coach Staff and Families – Teach, mentor, and guide educators and parents in applying the CPS model and other therapeutic approaches to support student growth.
•  Coordinate Community-Based Learning – Identify and develop internship and externship opportunities, educate placement sites about student needs, and monitor student progress in these settings.
•  Foster Collaborative Partnerships – Work with school districts and community programs to create enriching internship and postsecondary opportunities for students.
•  Serve as School Liaison – Collaborate with the Division Leader to coordinate student partnerships with external programs and postsecondary pathways.
•  Maintain Professional Documentation – Complete and manage all required legal and educational records, including PPTs, IEPs, assessments, progress monitoring, and quarterly reports.
•  Develop Transition Programs – Partner with counseling staff to design postsecondary transition programs focused on independent living skills and community integration.
•  Design Life Skills Curriculum – Create and implement curriculum that enhances executive functioning, decision-making, problem-solving, self-advocacy, and other essential life skills.

Required Qualifications:

• Masters degree in Special Education or related field in pupil personnel services
• Valid Connecticut state endorsement 068-School Counselor
• Minimum 2 years experience working with students with language-based learning differences preferably at the High School level
• Must be authorized to work in the United States without employer sponsorship.

Ready to Make an Impact? Apply Today!

At The Pinnacle School, we are committed to diversity, inclusion, and creating a supportive, drug-free workplace. We welcome candidates from all backgrounds to apply. Join our team and help shape a brighter future for students with special needs!