Second-Chance Career Planner & Coach (Hybrid)

Workforce Connections, Inc.

Black River Falls (WI)

Hybrid

USD 50,000 - 59,000

Full time

14 days+
Application generator

Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.

Get past ATS filters

Benefits offered by this job

Health insurance
Dental insurance
Vision insurance
Life insurance
Disability insurance
Paid holidays
Paid leave
Professional development

Job summary

Workforce Connections, Inc. in Wisconsin is seeking a Windows to Work Career Planner to provide career coaching, employment services, and case management to justice-involved individuals preparing for release and community reintegration.

You will build employment plans, connect with education and training, and collaborate with corrections, employers, and partners to create pathways to meaningful work. Hybrid work with travel required; competitive compensation and robust benefits.

Qualifications

  • Strong communication, coaching, relationship-building, organizational, documentation, and problem-solving skills.
  • Ability to work effectively with individuals experiencing multiple barriers to employment and build positive, professional relationships.
  • Knowledge of employment readiness, career development, community resources, and supportive service systems.
  • Ability to collaborate effectively with correctional staff, employers, workforce partners, and community organizations.

Responsibilities

  • Provide employment-focused case management and career coaching to Windows to Work participants before and after release from incarceration.
  • Assess participant strengths, barriers, employment readiness, and career goals and develop individualized employment and career plans.
  • Connect participants with employment, education, occupational training, apprenticeships, supportive services, and community resources.
  • Build relationships with employers, including those committed to second-chance hiring, and identify employment opportunities that align with participant skills and goals.
  • Coordinate services with correctional staff, probation and parole agents, employers, workforce partners, and community organizations.
  • Maintain accurate participant records and required program documentation while ensuring compliance with Windows to Work, Department of Corrections, and organizational requirements.

Skills

Communication skills
Coaching skills
Relationship-building
Organizational skills
Documentation skills
Problem-solving

Education

Associate degree in human services
Bachelor's degree preferred

Job description

Workforce Connections, Inc. in Wisconsin is seeking a Windows to Work Career Planner to provide career coaching, employment services, and case management to justice-involved individuals preparing for release and community reintegration.

You will build employment plans, connect with education and training, and collaborate with corrections, employers, and partners to create pathways to meaningful work. Hybrid work with travel required; competitive compensation and robust benefits.

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Reentry Career Coach - Windows to Work (Hybrid)
Reentry Career Coach - Windows to Work (Hybrid)

Workforce Connections, Inc. • New Lisbon (WI)

Hybrid
USD 50,000 - 59,000
Health insurance
Dental insurance
Vision insurance
+5
Career Planner - Windows to Work
Career Planner - Windows to Work

Workforce Connections, Inc. • Black River Falls (WI)

Hybrid
USD 50,000 - 59,000
Health insurance
Dental insurance
Vision insurance
+5
Career Planner - Windows to Work
Career Planner - Windows to Work

Workforce Connections, Inc. • New Lisbon (WI)

Hybrid
USD 50,000 - 59,000
Health insurance
Dental insurance
Vision insurance
+5
Career Planner & Workforce Solutions Advisor
Career Planner & Workforce Solutions Advisor

Dynamic Works Institute • Wisconsin

On-site
USD 42,000 - 66,000
Career Navigator & Workforce Connector
Career Navigator & Workforce Connector

Dynamic Works Institute • Kenosha (WI)

On-site
USD 42,000 - 54,000
Career Planner: Talent Connector & Advisor
Career Planner: Talent Connector & Advisor

Dynamic Workforce Solutions • Kenosha (WI)

On-site
USD 23,000 - 29,000
Career Planner: Connect Talent with Opportunity
Career Planner: Connect Talent with Opportunity

Dynamic Workforce Solutions • Racine (WI)

On-site
USD 23,000 - 29,000
Career Planner: Workforce & Recruitment Specialist
Career Planner: Workforce & Recruitment Specialist

Dynamic Works Institute • Racine (WI)

On-site
USD 42,000 - 66,000
Hybrid Career Coach & Job-Search Specialist
Hybrid Career Coach & Job-Search Specialist

State of Iowa - Executive Branch • Fort Dodge (IA)

Hybrid
USD 48,000 - 62,000
Health, dental, and vision insurance
Paid time off and holidays
IPERS retirement & deferred comp
+3
Hybrid Career Navigator — Workforce Development & Guidance
Hybrid Career Navigator — Workforce Development & Guidance

HumanKind • Lynchburg (VA)

On-site
USD 28,000 - 32,000
Paid Time Off
Medical Insurance
Dental Insurance
+3