Community Violence Intervention and Reentry Life Coach

Position Title: Life Coach

Reports to: Life Coach Coordinator

Position Status: Fulltime, Non-Exempt

Schedule: Tuesday-Friday, 9-5pm with flexibility to work some nights and weekends.

Who We Are

At Legendary Legacies, we believe in second chances, transformation, and the power of strong relationships. Our mission is to support young men—especially those navigating reentry, recovery, and community reintegration—by providing guidance, mentorship, and access to critical resources.

Our dedicated Life Coaches walk alongside participants on their journey toward stability and success. This role is perfect for someone who is passionate about mental health, substance use recovery, and breaking cycles of incarceration, and who thrives in one-on-one mentorship, advocacy, and support work.

Who We’re Looking For

We need a compassionate, resourceful, and mission-driven leader who is ready to help participants navigate challenges, set goals, and build better futures. If you:

Are great at building relationships—You know how to earn trust and offer guidance without judgment.

Understand the challenges of reentry and recovery—Maybe you’ve worked in the field, or maybe you have lived experience that gives you insight.

Are highly organized and detail-oriented—You can keep track of participants’ progress, update service plans, and make sure no one falls through the cracks.

Can navigate social services and community resources—You know how to connect people to mental health services, recovery programs, and employment opportunities.

Believe in meeting people where they are—Whether that’s inside the Worcester House of Corrections, at a local shelter, or in the community, you’re willing to show up and support.

What You’ll Do

As a Life Coach, you will be the primary point of contact for individuals enrolled in the Legendary Legacies. You’ll provide outreach, engagement, assessment, and individualized support to help participants achieve personal and professional stability.

Your Key Responsibilities:

Participant Support & Coaching

• Build relationships with participants through consistent outreach, mentorship, and coaching.
• Use a person-centered approach to develop Individual Service Plans (Legacy Plans) tailored to participants’ goals.
• Provide support, guidance, and accountability to help individuals navigate challenges related to housing, employment, recovery, and reentry.
• Help participants set and achieve realistic, meaningful goals for their personal growth.

Care Coordination & Linkages to Services

• Connect participants to mental health, behavioral health, and substance use services as needed.
• Work with outside agencies—including hospitals, police, parole officers, and social service providers—to ensure wraparound support.
• Maintain clear, accurate documentation on participant progress, service plans, and engagement efforts.

Community Reintegration & Advocacy

• Help participants navigate the reentry process, including securing housing, employment, and identification.
• Serve as an advocate and liaison between participants and external providers.
• Facilitate life skills training, job readiness coaching, and goal-setting workshops.
• Provide transportation assistance to critical appointments when necessary.

Crisis Response & Problem-Solving

• Act as a first point of contact for participants in crisis, connecting them to immediate resources.
• Support safe transitions in care for members moving between different treatment, residential, and community settings.
• Work closely with program leadership to identify and remove barriers to success.

Documentation & Continuous Improvement

• Maintain accurate, up-to-date participant records in compliance with program standards.
• Assess progress against service plan goals and adjust strategies as needed.
• Attend and participate in training, team meetings, and community collaborations.
• Utilize the Life Coach manual as a tool for best practices.

What You Need to Bring

We don’t expect perfection—we’re looking for the right person with the right heart. If you have the experience, passion, and drive to walk alongside participants and help them succeed, we want you to apply.

Minimum Requirements:

• High School Diploma/GED required; Bachelor’s degree in a health-related field preferred.
• Experience working with individuals navigating reentry, mental health, and/or substance use recovery.
• Ability to connect participants to services—knowledge of local resources, behavioral health systems, and social services is a big plus.
• Strong relationship-building and mentorship skills.
• Excellent documentation, time management, and organizational skills.
• Valid driver’s license & reliable transportation (travel to community sites is required).
• CPR & First Aid Certification (or ability to obtain).
• Preferred: Spanish-speaking ability to better support our diverse participants.

Why Join Legendary Legacies?

Make an impact—you’ll be changing lives and supporting men on their journey to success.

Be part of a mission-driven team—we believe in relationships, growth, and community transformation.

Opportunities for growth—we offer ongoing training, professional development, and leadership opportunities.

A flexible, dynamic work environment—every day looks different, and you’ll have the freedom to build real relationships with participants.

Job Type: Full-time

Pay: $24.00 - $27.00 per hour

Expected hours: 40 per week

Benefits:

• 401(k)
• Dental insurance
• Employee assistance program
• Flexible schedule
• Health insurance
• Life insurance
• Mileage reimbursement
• Paid time off
• Professional development assistance
• Retirement plan
• Tuition reimbursement
• Vision insurance

Schedule:

• Day shift
• Evenings as needed

People with a criminal record are encouraged to apply

Work Location: In person

Salary : $24 - $27