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Employment Specialist

The Transition House Inc.
Kissimmee, FL Full Time
POSTED ON 5/22/2026
AVAILABLE BEFORE 7/22/2026
Employment Specialist
Full-Time | Monday–Friday | Day Schedule | Non-Exempt
Compensation: $23.00 commensurate with experience
 
Help People Rebuild Their Lives Through Employment
At The Transition House, Inc., we believe employment changes lives. We are seeking a compassionate, motivated, and career-focused Employment Specialist to help individuals successfully transition back into the workforce and build long-term self-sufficiency.
 
In this role, you’ll work directly with Residents to develop employment goals, build job readiness skills, connect with employers, and provide ongoing coaching that supports lasting success. If you are passionate about workforce development, second chances, and making a measurable impact in your community, we want to hear from you.
 
What You’ll Do
Workforce Development & Employment Support
  • Help Residents secure and maintain meaningful employment
  • Conduct assessments of skills, work history, and job readiness
  • Assist with resumes, applications, interview preparation, and job search strategies
  • Facilitate employment readiness training and workplace success coaching
  • Support Residents in developing realistic career and reentry goals
Employer Partnerships & Job Retention
  • Build and maintain strong relationships with local employers
  • Conduct onsite and virtual job checks to support retention and compliance
  • Communicate professionally with employers regarding Resident progress and workplace expectations
  • Advocate for successful and appropriate employment placements
Coaching & Resident Success
  • Provide encouragement, accountability, and ongoing support to Residents
  • Collaborate with counselors, case managers, and program staff to improve outcomes
  • Help Residents navigate workplace challenges and develop long-term stability
  • Orient Residents to work release expectations and employment responsibilities
Financial Literacy Support
  • Deliver budgeting and financial literacy education
  • Coach Residents on personal financial responsibility and planning
  • Reinforce accountability and healthy financial habits
Documentation & Program Coordination
  • Maintain accurate records in WRIMS and related systems
  • Track employment placements, retention, and Resident progress
  • Coordinate with finance staff regarding employment verification and related documentation
  • Maintain organized Resident files and schedules
What We’re Looking For
Minimum Qualifications
  • Bachelor’s degree in Social Science, Human Services, or related field; OR
  • Associate degree with two (2) years of related experience; OR
  • High school diploma/GED with four (4) years of related experience
  • Experience in workforce development, human services, HR, recruiting, case management, or related fields
  • Valid Florida driver’s license
Preferred Qualifications
  • Experience working with justice-involved or at-risk populations
  • Experience in employment placement, workforce development, or reentry services
  • Knowledge of employer engagement and job retention strategies
The Ideal Candidate
You are:
  • Passionate about helping others succeed
  • Skilled at building trust and motivating people
  • Organized, dependable, and solutions-focused
  • Comfortable working with employers and community partners
  • Able to balance compassion with accountability
Why Join Us?
  • Meaningful work that creates lasting community impact
  • Stable Monday–Friday daytime schedule
  • Collaborative and supportive team environment
  • Opportunity to help individuals achieve independence and stability
  • Mission-driven culture focused on second chances and positive outcomes
Schedule
This is a full-time position with a Monday–Friday daytime schedule aligned with standard business operations. No regular weekend work is required. Occasional schedule adjustments may occur based on employer visits, training support, or critical reporting deadlines.
 
Equal Opportunity Employer
The Transition House, Inc. is an Equal Opportunity Employer committed to building a diverse and inclusive workplace. Employment decisions are based on qualifications, merit, and business needs without regard to legally protected characteristics.
 
Background Screening Requirement:
This position requires background screening through the Florida Care Provider Background Screening Clearinghouse. Applicants can find additional information here: https://info.flclearinghouse.com
 
 
 

Salary : $23

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