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Leadership Coach

Job in Hartford, Hartford County, Connecticut, 06112, USA
Listing for: Our-Piece-of-the-Pie,-Inc
Full Time position
Listed on 2026-10-10
Job specializations:
  • Social Work
    Career & Life Skills Coaching, Youth Development
Salary/Wage Range or Industry Benchmark: 55000 - 75000 USD Yearly USD 55000.00 75000.00 YEAR
Job Description & How to Apply Below

Description

Our Leadership Coaches are the heart of our mission-walking alongside each young person to build trust, foster belonging, and offer consistent support. This role is rooted in Positive Youth Development (PYD), healing-centered engagement, and belief in each young person’s capacity to define and pursue their own path forward.

The Coach is a mentor, advocate, and practitioner who empowers to build resilience, emotional regulation, and self‑efficacy while working toward education, employment, and life goals. Using frameworks like CBT/TEB (Thoughts, Emotions & Behavior), ARS (Authenticity, Resilience, Safety), Trauma-Informed Care (TIC), and Mental Health First Aid (MHFA), YDCs support youth with individualized learning plans (ILPs), life skills, career exposure, and community-based opportunities that align with their identity, interests, and strengths.

Key Responsibilities

Youth Engagement, Stabilization & Trust-Building

  • Build RICH relationships through consistent, authentic engagement that centers each leader’s story, goals, and lived experience to establish trust and connection as the foundation for growth.
  • Sustain trust through trauma-informed approaches that model empathy, support self‑determination, and create emotionally safe spaces.
  • Provide stabilization support and barrier reduction (e.g., housing, food, transportation, documentation, clothing, crisis navigation).
  • Integrate emotional wellness and mindset coaching practices (e.g., CBT, ARS, identity development) into daily interactions.
  • Promote a sense of purpose, belonging, and motivation by helping to identify internal "spark" and values.
  • Maintain regular communication and visibility in communities, including home and school visits.

Individualized Planning (GPS Coaching)

  • Develop and maintain Individual Learning Plans (ILPs) using OPP's GPS model:
    Goal setting, Pursuit, and Strategy.
  • Use data from strength-based assessments to build leadership-centered, culturally responsive goals.
  • Track and review progress on ILPs quarterly, including growth in the 6

    Cs.
  • Align ILPs to stabilization needs, academic planning, employment readiness, and personal development.

Youth Development & Coaching

  • Model authenticity, accountability, emotional regulation, and a growth mindset; create a safe, affirming space for leaders to thrive.
  • Facilitate and/or coordinate workshops on life skills, PYD, digital literacy, career readiness, conflict resolution, and self‑regulation.
  • Coordinate service‑learning projects and community‑based opportunities based on readiness, interests, and aspirations.
  • Support development in leadership, civic engagement, and advocacy skills through exposure and guided practice.
  • Cultivate entrepreneurial learning experiences through partnership development and coordination.
  • Ensure that coaches themselves are charged up, practicing reflection and emotional regulation to show up whole.

Education & Career Development

  • Support with re‑enrollment or re‑engagement in school, GED programs, credit recovery, or alternative education.
  • Collaborate with caregivers, teachers, and school staff to monitor attendance, progress, and academic goals.
  • Coordinate post‑secondary planning, including credentialing programs and college access.
  • Deliver or coordinate Career Competency Development Training (CCDT).
  • Assist in building resumes, completing applications, preparing for interviews, and securing jobs or internships.
  • Transition leaders to OPP's Pathways to Careers Initiative when developmentally ready.

Community Engagement, Family Partnership & Advocacy

  • Serve as a visible OPP ambassador and advocate in community spaces and systems.
  • Build and maintain partnerships with schools, social workers, probation officers, and other support systems.
  • Attend court, DCF meetings, or…
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