WORK EXPERIENCE COACH

Our-Piece-of-the-Pie,-Inc; Hartford (CT); On-site; USD 42,000 - 58,000; Full time

Benefits offered by this job

Medical, dental, and vision insurance

401(k) with company match

Life and disability insurance

Paid time off

Job summary

The Work Experience Coach at Our-Piece-of-the-Pie,-Inc provides career readiness coaching to youth, supports placements, and ensures proper documentation and timesheets are completed accurately and on time. This role also involves coordinating with HYSC staff and employer partners to secure and support meaningful work experiences.

Ideal candidates have experience in youth development or workforce preparation, with strong communication and organizational skills, plus a willingness to travel

Qualifications

• Experience supporting youth with career preparation, employment, internships, or work-based learning.
• Experience communicating with employers, worksite supervisors, or community partners.
• Experience facilitating or supporting job-readiness, career competency, or workplace-preparation activities.

Responsibilities

• Prepare youth for interviews, workplace expectations, and self-advocacy.
• Connect youth to internships, work experiences, and employment opportunities.
• Maintain regular contact with youth and employers during placements.
• Support placement success through coaching, problem-solving, site visits, and planning next steps.
• Review and submit timesheets for subsidized internships and work experiences.
• Maintain accurate documentation and coordinate with HYSC staff.

Skills

Coaching

Communication

Organization

Documentation

Follow-up

Problem-solving

Education

Associate degree or equivalent

Job description

Description

The Work Experience Coach provides career readiness coaching, supports youth during placements, communicates with employers and worksite supervisors, and helps ensure required documentation and subsidized placement timesheets are completed accurately and on time. This position is not responsible for service-learning projects.

Key responsibilities include:

• Preparing youth leaders for interviews workplace expectations, communication, reliability, and self-advocacy.
• Connecting youth to internships, work experiences, and employment opportunities aligned with their goals and credentials.
• Maintaining regular contact with youth and employers during placements.
• Supporting placement success through coaching, problem-solving, worksite visits, and next-step planning.
• Reviewing and submitting timesheets for subsidized internships and work experiences.
• Maintaining accurate documentation and coordinating with HYSC staff.

Ideal candidates will have experience in youth development, workforce development, career coaching, internships, employment placement, or work-based learning. Strong communication, organization, follow-up, documentation, and relationship-building skills are essential.

Requirements

• Associate degree in education, workforce development, human services, business, or a related field preferred; an equivalent combination of education and relevant experience may be considered.
• Experience supporting young people with career preparation, employment, internships, or work-based learning.
• Experience communicating with employers, worksite supervisors, or community partners.
• Experience facilitating or supporting job-readiness, career competency, or workplace-preparation activities.
• Strong coaching, communication, organization, documentation, follow-up, and problem-solving skills.
• Ability to build respectful relationships with youth leaders from diverse communities.
• Ability to manage multiple placements and time-sensitive documentation with consistent supervision and team coordination.
• Ability and willingness to travel locally among OPP, employer sites, and youth placements.

We offer comprehensive medical, dental, and vision insurance, 401(k) retirement plan with a competitive company match, company-paid life and disability insurance, and generous paid time off (PTO) and paid company holidays.