Reentry Coach - Home Free

Posted by
Five Keys Schools and Programs
San Francisco, CA

Five Keys Schools and Programs

Published 27 days ago

January 4, 2021
$55,000 - $60,000


The Primary role of the Reentry Coach for Home Free is to support women through the reentry process from State Prison and into supportive housing that meets their needs and sets them up for success. The Reentry Coach provides comprehensive socio-emotional support, including the development of reentry plans with a focus on securing appropriate housing, ensuring their basic needs are met, and working with them over time to provide support, access to resources, and continued connection to additional services and opportunities to reduce homelessness. This position is responsible for ensuring that all coaching approaches and methods align with the organization's mission, vision, and values, those of the Home Free, fulfill grant requirements and fulfill annual goals. This position will report to the Home Free Program Manager and, at times, may collaborate with the Program Coordinator. This position will require occasional travel to state prisons in northern and southern California with day to day reporting required at the Home Free residential housing on Treasure Island, San Francisco. 

We are looking for someone who insists on maintaining a positive attitude and enjoys supporting diverse people. If this job is for you, you love talking with people and doing a broad array of activities on any given day or week. You enjoy keeping everything organized and find new ways to improve how we do things. You are attentive to detail with keen follow-through skills. You organize, schedule, communicate, and collaborate. You are comfortable with people from every walk of life, including previously incarcerated individuals. You’ve got great energy, and you’re willing to work hard and go the extra mile to take care of our participants.

You will support the Five Keys Home Free mission by creating an environment of mutual respect and fairness while encouraging creative and critical thinking through an equity lens. In addition, you will contribute to our appreciation of diversity and foster a climate of multicultural understanding.



  • Provide support services to qualified participants so they may stabilize their living situations, improve their mental and physical health, and increase their independence
  • Provide housing navigation assistance to support women with successfully moving into housing, including: accompaniment and/or transportation to view available housing units, support with completing housing applications, requesting credit and background reports as needed
  • Provide assistance to participants with understanding tenants’ rights, paying rent on-time directly to their landlord, how to communicate and navigate conflict with landlords, and responsibilities and the requirements of their specific lease
  • Develop Self-Determination/ Reentry plans and connect women with community and government resources to avoid loss of benefits and to increase likely of housing stability.  
  • Make referrals and coordinate services that lead to increased educational attainment and job placement assistance and retention
  • Plan and facilitate group Life Skills sessions which may include, but is not limited, to topics such as budgeting, household finances, conducting a housing search, nutrition, working with landlords, health awareness, and healthcare navigation, healthy relationships, self-care, healing, and wellness, and others as needed 
  • Maintain protocol and records of feedback and grievances from program participants
  • Develop and maintain records on participating women; document case records and review reports, and compile and analyze data and prepares summary reports. Ensure that files meet both Five Keys standards and the Board of State Community and Corrections (BSCC) 
  • Timely input of participant data and outcomes into systems required by Five Keys and Board of State Community and Corrections (BSCC). Data input may include enrollments, assessments, contacts, units of service, referrals, and case notes
  • Provide monthly and quarterly reports of program activities no later than the 5th of each month
  • Provide a welcoming and supportive environment for all program participants and staff
  • Coordinate with CBOs and government organizations to establish connections to and on-site provision of resources such as housing, public benefits, employment services, substance abuse treatment, etc.
  • Provide information requested by Five Keys Leadership and members of the collaborative 
  • Document any programmatic protocol violation accompanied by an incident form
  • Abide by organizational and collaborative policies and standards of practice
  • Provide quality assurance in regards to programming and overall Reentry Coach operations
  • Develop quarterly goals and work plans to meet programmatic goals
  • Participate in Five Keys events, staff meetings, trainings, and staff development opportunities on an ongoing basis
  • Other duties as assigned



  • Typically requires 2-3 years of successful experience working with survivors, incarcerated women, or equivalent combination of experience and education
  • The person must be comfortable, mature, and professional in interacting with diverse community partners, custody staff, students, and colleagues with diverse heritage and backgrounds
  • A friendly and calm personality with the ability to communicate clearly to participants, colleagues, and program partners
  • Excellent technological skills, proficiency in computer, and tablet usage.
  • Excellent data entry skills and proficiency in MS Office, databases, intranet, and email, and able to learn and use Student Information Systems
  • Willingness and ability to grow professionally, be accountable, and to expand skills, and adapt to evolving organization environments is required
  • Committed to the mission, vision and values of Five Keys and Home Free are necessary, along with an understanding of the challenges and needs faced by the people and communities Five Keys works with and represents
  • Ability to maintain strong and appropriate boundaries with personal identifying information when interacting with program participants or community or program partners, and while at any location or community or program partner site
  • Exceptional written communication skills; ability to express complex ideas with clarity and precision in written documents
  • Excellent interpersonal and organizational skills
  • Eagerness to learn new things and adapt to constantly changing circumstances
  • Ability to handle multiple deadlines and tasks simultaneously
  • Advanced problem-solving skills; tactfully address and resolve questions/concerns
  • Must be able to obtain clearance from CDCR, successful appeal may be acceptable.



This position typically requires:

  • A minimum of five years’ experience in providing direct service to a similar population
  • Proven skills in facilitating groups and providing case management required
  • Proven track record of success in completing administrative tasks preferred
  • Experience working in custody or post-release settings preferred



  • Must wear provided PPE (Personal Protective Equipment) and adhere to all safety guidelines and requirements, when needed
  • Frequent and prolonged standing, walking, and sitting
  • Frequent talking and hearing conversations
  • Occasional reaching with hands and arms
  • Occasionally lifting up to 25 pounds
  • Ability to follow oral directions in emergency situations
  • Travel to multiple sites required
  • Clear TB Risk Assessment (or results, as needed) dated within 60 days of hire to be submitted 
  • Ability to pass First Aid 



  • Must be willing and able to work in a correctional facility (CCWF and CIW) and travel throughout the area to community sites
  • Extensive travel between correctional facilities and offices may be required
  • Work environment varies from site to site. 


The Primary role of the Reentry Coach for Home Free is to support women through the reentry process from State Prison and into supportive housing that meets their needs and sets them up for success. The Reentry Coach…

Details at a glance

  • On-site Location
  • Full Time Schedule
  • Managerial


San Francisco, CA

How to Apply

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