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Five Keys Charter School Jobs (NOW HIRING)

Assessment Manager

Oakland, CA · On-site

$130K - $133K/yr

... public charter schools, restorative justice programs in jails and prisons, shelters, permanent supportive housing, and the development of new housing and support programs. At Five Keys, the ...

Bus Driver

San Bruno, CA · On-site

$23.31 - $25.67/hr

... public charter schools, restorative justice programs in jails and prisons, shelters, permanent supportive housing, and the development of new housing and support programs. At Five Keys, the ...

... public charter schools, restorative justice programs in jails and prisons, shelters, permanent supportive housing, and the development of new housing and support programs. At Five Keys, the ...

Teacher

Castaic, CA · On-site

$73K - $99K/yr

... public charter schools, restorative justice programs in jails and prisons, shelters, permanent supportive housing, and the development of new housing and support programs. At Five Keys, the ...

Teacher

San Bruno, CA · On-site

$73K - $99K/yr

... public charter schools, restorative justice programs in jails and prisons, shelters, permanent supportive housing, and the development of new housing and support programs. At Five Keys, the ...

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Five Keys Charter School information

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How much do five keys charter school jobs pay per year?

As of Aug 16, 2026, the average yearly pay for five keys charter school in the United States is $110,028.00, according to ZipRecruiter salary data. Most workers in this role earn between $95,500.00 and $129,000.00 per year, depending on experience, location, and employer.

What is a Five Keys Charter School?

A Five Keys Charter School job involves working at a nonprofit education organization that provides underserved communities with access to high school education, vocational training, and support services. Employees may work in various roles, including teaching, student support, administration, or reentry services for formerly incarcerated individuals. The organization's mission focuses on equity, restorative justice, and providing second chances through education and workforce development.

What types of students will I typically work with at Five Keys Charter School, and how does this impact my teaching approach?

At Five Keys Charter School, you will primarily work with adult learners, transitional-age youth, and individuals involved in the criminal justice system who are seeking to complete their high school education. This diverse student population often faces significant life barriers, which requires instructional flexibility and a trauma-informed teaching approach. Collaboration with counselors, case managers, and support staff is common to address students' academic and personal needs. As a teacher, you'll often adapt lessons, provide individualized support, and help students set realistic, achievable goals, making your work both challenging and rewarding.

What are the key skills and qualifications needed to thrive in the Five Keys Charter School position, and why are they important?

To thrive at Five Keys Charter School, educators generally need a California teaching credential, experience with diverse and at-risk populations, and a strong foundation in core academic subjects. Familiarity with educational technology platforms, student data management systems, and specialized instructional tools is often required. Patience, cultural sensitivity, and strong communication skills help educators connect with students facing unique life challenges. These skills are essential in supporting student success and fostering a positive, inclusive learning environment within a nontraditional educational setting.

More about Five Keys Charter School jobs
Infographic showing various Five Keys Charter School job openings in the United States as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 100% In-person job distribution, with an average salary of $110,028 per year, or $52.9 per hour.

Education Specialist

Five Keys Schools and Programs

San Francisco, CA • On-site

Full-time

Medical, Dental, Vision, Retirement

Re-posted 11 days ago


Job description

Mission Statement

Through the use of social and restorative justice principles, Five Keys provides traditionally underserved communities the opportunity to improve their lives through a focus on the Five Keys: EDUCATION, EMPLOYMENT, RECOVERY, FAMILY, COMMUNITY.

Five Keys Overview

Five Keys was founded in 2003 by the San Francisco Sheriffs Department as the first accredited charter high school in the nation to provide diploma programs for adults in county jails. Today we are a much different social justice non-profit agency that has expanded its charter schools into 9 counties, in 24 jail locations and over 80 community learning centers. In addition to our schools, now we also run multiple homeless shelters, employment programs, programs for the unsheltered, reentry programs and housing for women suffering from immense injustice.

Our Core Competencies

A well qualified candidate has the capacity tocommunicate effectively,collaboratewith others whilebuilding positive relationships, demonstrates strongproblem solving skills, has adynamic learning mindset, and remains committed to ahigh level of cultural and social awareness.A successful candidate will work well under pressure, observe appropriate boundaries and operate with a high degree ofemotional intelligence.

What itsreallylike to join our agency

At Five Keys, culture matters. Culture is at the very core of everything we do and impact on a daily basis. We've made a commitment to building an inclusive culture that seeks collaboration over hierarchy to create empowered work teams.
We serve vulnerable populations daily and we strive to approach everyone with compassion, patience and a trauma informed approach. We chooseto push past discomfort to have difficult conversations to impact the greater good. This allows us the opportunity to collaboratively create an inclusive culture and transform the world around us.

BENEFITS

We offer very low monthly costs for medical, dental, and vision insurance, along with generous time off! Various pre-tax flexible spending accounts and retirement account 403(b) are available. We provide annual reimbursements up to $100 towards gym membership, smoking cessation, and weight loss programs. Annual athletic event participation and annual massages are reimbursed up to $50. Other Company-paid benefits, including free wellness-related apps, an Employee Assistance Program, and a comprehensive mental health care platform, are available to you and your dependents.

JOB SUMMARY

The Educational Specialist position reports to the SPED Program Manager and will be working with transitional aged students both in and out of jail. Students range from 15 - 22 years of age, with older adults possibly being served through 504 plans in the future. Collaborative team teaching, push in and  pull out services are offered for incarcerated students enrolled in Five Keys Charter School and for non-incarcerated students at the schools’ community sites. This position may support sites throughout multiple counties in the region.
We are looking for someone who insists on maintaining a positive attitude and enjoys supporting a diverse group of people. If this job is for you, you are flexible in a dynamic teaching environment while maintaining best practice standards to meet the needs of students of all abilities.
This position supports the Five Keys San Francisco Academic Program throughout multiple sites and counties, in-custody and community, in the Northern California region. The scheduled hours vary between 7:00 am - 8:00 pm; the current schedule is 8:30 am - 4:00 pm. Temporarily for the 2025-2026  school year, this position will work 7 hours per day, 35 hours per week, with 195 working days annually. Based on the organization's needs, the schedule may change to the original: 6.5 hours per day, 32.5 hours per week, with 210 working days annually. 

JOB DUTIES AND RESPONSIBILITIES

  • Differentiate academic curriculum to meet the needs of student population
  • Create and build upon current curriculum to meet the needs of students based on their strengths
  • Develop interpersonal professional relationships with students, teachers, staff and deputized staff
  • Work both one on one and in an “push in” service model of special education service delivery
  • Maintain accurate records of student’s progress and work in accordance to SELPA, state and federal law
  • Collaborate and support general education teachers and other staff in implementation of all parts of a student’s IEP
  • Case manage student records including maintaining up to date IEP files, inputting IEP information and maintain record of services received
  • Stay informed of Special Education Law especially transition services
  • Lead IEP meetings and help collaborate with the IEP team on a student’s goals and objectives in accordance to the student’s strengths and needs
  • Administer academic diagnostic tests
  • Coordinate with IEP team members in information gathering including diagnostic tests
  • Maintain a safe environment for students, teachers, staff and self
  • Other duties as assigned

KNOWLEDGE AND SKILLS

  • Computer literacy of excel, maintaining online IEP records (example SEIS) and email
  • Knowledge and understanding of California and Common Core Teaching Standards
  • Advanced proficiency in MS Office, Gmail, and Google Drives/Docs and professional communication, including spelling and grammar
  • Maintain strict confidentiality when handling sensitive information

EDUCATION AND WORK EXPERIENCE

  • Must have a valid Mild/Moderate Special Education Credential OR
  • Mild/Moderate Special Education Intern Credential
  • Bachelor’s Degree in related field required
  • Minimum 3 years’ experience with secondary special education youth and/or young adults required

PHYSICAL REQUIREMENTS

  • Must wear provided PPE (Personal Protective Equipment) and adhere to all safety guidelines and requirements, when needed
  • Valid CA driver’s license and reliable transportation
  • Travel required to Five Keys sites, communities, in-custody, and home or hospital locations
  • Long periods of moving throughout the site and remaining stationary at a desk and/or computer station
  • Moving equipment weighing up to 50 pounds; reaching, bending, carrying and stooping within the daily routine of tasks and activities

ADDITIONAL REQUIREMENTS

This position is contingent upon:

  • Satisfactory results of a Live Scan (criminal background investigation)
  • Successfully obtaining jail clearance for positions working in county jails or probation locations
  • Submitting proof of clear TB results. Results dated within 60 days prior to hire date are acceptable

WORK ENVIRONMENT

  • Moderate to high noise level
  • Must be willing and able to work in a correctional facility and travel throughout the area to community sites
  • Work environment varies from site to site
  • Some personal safety risk working in underserved communities

GROWTH OPPORTUNITIES

At Five Keys, we understand that when our employees grow, the agency has a greater capacity to thrive and accomplish its mission. It is for this reason that we remain committed to providing ongoing professional development opportunities for all of our employees. These include but are not limited to: conferences, staff development training, and coaching plans that allow incumbents to grow into new positions within and across programs within the agency (i.e., programs, schools, housing).