Education & Employment Specialist

At Chrysalis, we believe everyone living with mental health and substance use challenges is capable of competitive, meaningful employment in the community when given the right support.

We utilize the Individual Placement and Support (IPS) model—an evidence-based approach to vocational rehabilitation. In this model, you walk alongside individuals from intake through long-term job retention, aligning opportunities with their unique strengths, passions, and goals.

Learn more about our mission and approach at workwithchrysalis.org or explore the IPS framework at ipsworks.org.

As an Employment & Education Specialist, you will provide recovery-oriented, person-centered psychosocial rehabilitation services to working-aged youth and adults. You will serve as a designated guide, helping participants discover their career potential and build long-term independence.

Key Responsibilities:

• Direct Career Coaching: Conduct intake assessments, explore interests/strengths, and assist participants with career planning, resume building, interviewing, and work-ordered day tasks.
• Community & Employer Relationship Building: Build intentional partnerships with local employers, educational institutions, and mental health teams to create job opportunities and integrate services.
• Ongoing Job Retention Support: Provide continuous long-term support to participants on the job, helping them navigate workplace barriers, develop coping mechanisms, and achieve career growth.
• Documentation & Compliance: Maintain accurate, timely clinical service documentation, progress notes, and monthly reports using our electronic data systems.

Core Qualifications & Soft Skills:

• A Strengths-Based Mindset: A deep belief in human potential, self-determination, and the power of work in mental health recovery.
• Relational Approach: An authentic, encouraging, and inspiring demeanor—someone who leads with humility, empathy, adaptability, and a sense of humor.
• Communication & Facilitation Skills: Strong active listening skills and comfort facilitating group or individual sessions.
• Mobility Requirements: Valid driver’s license, access to a reliable vehicle, and active auto insurance (for local community travel/transportation).

Education & Experience:

• Education: Bachelor’s Degree required (Master’s preferred) in Social Work, Rehabilitation Psychology, Psychology, Occupational Therapy, Human Services, or a related field.
• Experience: Prior experience supporting individuals with mental health, substance use, or complex life challenges in a rehabilitative, human services, or employment setting.
• Bonus Qualifications: Background with the IPS Supported Employment model or Comprehensive Community Services (CCS) network provider experience.

Population We Serve: We partner with a diverse group of participants across Dane County. Candidates should be committed to cultural humility and comfortable working with individuals representing diverse backgrounds, including:

• Mental health and substance use recovery
• Justice system involvement
• Multicultural, multi-ability, and LGBTQIA identities
• Youth and adult populations

• Community-Based Focus: Primary service delivery takes place in the community alongside participants (with some occasional telehealth capabilities).
• Downtown Base: Our Clubhouse is conveniently located in downtown Madison, WI.
• Flexible Hours: Core business hours are Monday–Friday, 8:00 AM – 5:00 PM, but we offer the flexibility to offer our services in the evening/weekend hours for job site support, social events, or professional development.

• Comprehensive Health Insurance (GHC) & Dental Coverage (Principal)
• Short-Term & Long-Term Disability Life Insurance (Principal)
• Retirement Plan
• Generous Paid Time Off (PTO) Package & Paid Holidays
• Flexible Scheduling Options
• Mileage Reimbursement
• Employee Assistance Program (EAP) & Wellness Support
• Ongoing Professional Development & Training Opportunities

Please submit your cover letter and updated resume to:

Amy Holste, Senior Director of Human Resources

📧 hr@workwithchrysalis.org

• Application Deadline: August 23, 2026
• Target Start Date: Mid/Late September to Early October 2026

Applications will be reviewed by our Chrysalis Hiring committee. Selected candidates will be invited for an on-site interview.

Chrysalis, Inc. is an Equal Opportunity Employer

Reasonable accommodations are available in accordance with ADA laws.

Chrysalis, Inc. is an equitable, inclusive, and recovery-friendly workplace. We actively work to dismantle systems of racial and social oppression, commit to cultivating a harm-free environment, and proudly embody a community of diverse lived experiences.