Transitional Services Supervisor (TRNSUP-04)

Join New Freedom – Where Second Chances Become Bright Futures

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About Us

At New Freedom, we don’t just believe in second chances—we help people thrive because of them. We are a mission-driven, high-performance organization committed to strengthening communities and empowering justice-involved and formerly incarcerated individuals to successfully rebuild their lives.

We move fast, expect a lot from each other, and show up every day to do meaningful, impactful work. If you’re driven, collaborative, and energized by making a real difference—this is where you belong.

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About the Role

We’re looking for a strong, compassionate, and accountable Transitional Services Supervisor to lead our re-entry services team and help drive meaningful outcomes for the members we serve. In this role, you’ll oversee Transitional Services Re-Entry Specialists and Peer Coaches, support day-to-day service delivery, and partner across departments to ensure high-quality, member-centered care. You’ll balance leadership, operations, staff development, and performance oversight—all while helping people rebuild stability, dignity, and forward momentum in their lives.

This role is ideal for someone who:

• Is passionate about re-entry work, recovery support, and helping individuals build a successful path forward after incarceration or major life disruption
• Leads with both compassion and accountability, and knows how to support staff while holding a high bar for performance
• Thrives in a fast-paced, mission-driven environment where strong judgment, flexibility, and follow-through matter
• Can coach, develop, and supervise team members while effectively addressing boundaries, performance concerns, and operational needs
• Understands how to balance member advocacy, staff leadership, documentation oversight, and program compliance
• Wants a leadership role that is both deeply meaningful and highly impactful

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What You’ll Be Responsible For

• Leading and supporting a team of Transitional Services Re-Entry Specialists and Peer Coaches to ensure quality, member-centered re-entry services are delivered effectively
• Coaching, developing, supervising, and evaluating staff to support performance, accountability, retention, and professional growth
• Overseeing member support activities and helping ensure continuity of care through coordination of admissions, discharges, transfers, and ongoing service delivery
• Promoting services that support member privacy, dignity, safety, rights, and successful re-entry outcomes
• Partnering with department leadership, Human Resources, and executive stakeholders to support operational excellence, staff engagement, and effective program management
• Managing departmental operations tied to safety concerns, complaint resolution, quality improvement, survey readiness, and member/client satisfaction
• Ensuring compliance with organizational policies, documentation standards, billing expectations, and regulatory requirements
• Monitoring and signing off on staff documentation and billing to support accuracy, timeliness, and best practices
• Serving as a daily operational resource for staff related to tools, supplies, processes, and department workflow
• Meeting team and department performance expectations, including KPIs tied to quality care, engagement, and service delivery

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What Success Looks Like

• Your team is supported, engaged, and held accountable—while consistently delivering strong, member-centered re-entry services
• Staff receive clear coaching, performance feedback, supervision, and development support that strengthen both quality and retention
• Member services are coordinated effectively, with strong communication across teams and smooth handling of admissions, discharges, and transitions
• Documentation and billing are accurate, timely, and aligned with organizational and compliance expectations
• Department operations stay organized, responsive, and aligned to company metrics, quality initiatives, and regulatory standards
• You show up as a strong leader—professional, solutions-oriented, mission-driven, and committed to both people and results

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What We’re Looking For

Qualified candidates will bring leadership ability, strong behavioral health experience, and a sincere commitment to serving justice-involved and re-entering populations. To be successful in this role, you should have:

• Strong interpersonal, organizational, time-management, critical-thinking, and problem-solving skills
• The ability to lead with accountability, model professionalism, and work effectively in a fast-paced environment
• Proficiency with MS Office, internet-based tools, and electronic documentation or Electronic Health Record (EHR) systems
• Behavioral Health Technician (BHT) designation, including qualifying behavioral health experience and/or higher education consistent with role requirements
• Two (2) or more years of previous behavioral health experience
• High school diploma or GED and age 21 or older

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Why You’ll Love Working Here

We take care of the people who take care of others. At New Freedom, you’ll enjoy:

• Competitive pay and strong benefits package
• $0 medical plan option employer-supported coverage
• 401(k) with match
• Generous paid time off
• Free meals, snacks, drinks, gym access
• A mission that matters—and a team that works hard to deliver on it

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Our Standard

We’re building something meaningful—and that requires people who show up, contribute, collaborate, and take ownership.

If you're looking for a role where you can make a real impact, be part of a driven team, and help shape the future of an organization—we want to hear from you.

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Culture Fit Survey

Think you might be a fit? Take our Culture Survey: https://go.cultureindex.com/s/bQwMHI71Ue

Select the role you’re applying for – if you can’t find the role listed, select “Other Interest – Position Not Listed”.

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Equal Opportunity

New Freedom is proud to be an Equal Opportunity Employer, a drug and alcohol-free workplace, and compliant with Veteran and ADA regulations.

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"We’re not here to do small work—we’re here to change lives, rewrite stories, and rebuild communities. At New Freedom, you won’t just have a job. You’ll have a mission—to turn second chances into powerful comebacks."