In-Custody Principal, Castaic

Job Type

Full Time


Minimum: $90,000.00
Maximum: $105,000.00
Details: DOE




United States


Site / Location: Castaic, CA (Pitchess Detention Center)

Work Schedule: Full-time, 37.5 hours per week, Monday-Friday from 7am to 3pm; additional hours as needed to fulfill the responsibilities of the position

Reports to: Chief of In-Custody Programs (Los Angeles)

Salary: Based on Education and Experience

Retirement: CalSTRS and optional 403b retirement plan


Through the use of Social and Restorative Justice Principals, Five Keys provides traditionally underserved communities the opportunity to restart their education with a focus on the Five Keys: EDUCATION, EMPLOYMENT, RECOVERY, FAMILY, AND COMMUNITY.


Originally established by the SF Sheriff’s Department (2003) as the first charter school in the nation to operate inside of a county jail, today Five Keys is a nationally recognized education management (non-profit) corporation that operates accredited charter schools and programs for TAY youth and adults at 70 locations across California. 


Five Keys operates with the goal of restoring communities through education and other programs that respond to the students’ and community needs---which in turn creates safer communities. Five Keys provides a range of educational programs and services including: high school diploma, career and technical education, digital literacy, ESL, cognitive behavioral, recovery programs, case management, correctional education consulting and college access to transitional aged youth and adults in six California counties.


This position collaborates with Five Keys staff and other stakeholders to create and maintain collaborations between Five Keys and the Los Angeles Sheriff's Department. The Principal provides leadership for all high school teachers and high school support staff working with the Los Angeles Sheriff's Department.


  • Act as the instructional leader at Five Keys and be responsible for helping students achieve out-comes consistent with the mission of the school
  • Provide leadership by training and developing teaching staff, relevant administrative staff, and volunteers in school operations
  • Ensure educational integrity
  • Plan and implement a program of study following state and school goals/curriculum that meet the in-dividual needs and development of students
  • Guide the learning process toward the achievement of curriculum goals: establish clear objectives for all instructional units, projects and lessons to communicate these goals and objectives to students
  • Observe and support teachers, and consult with Curriculum, Instruction & Assessment Team for im-plementation of academic programs
  • Ensure alignment of student achievement with Common Core standards and WASC Student Learning Outcomes
  • Collaborate with directors, teachers, and partner organizations to develop, monitor, and implement curriculum in alignment with State of California Standards
  • Collaborate with other directors to motivate and develop staff through ongoing professional devel-opment trainings and workshops
  • Assist in development and monitoring of classes for performance by providing clear and direct verbal and electronic feedback to teachers in a timely manner
  • Partner with teachers in classrooms to implement and improve curricula
  • Be present in classes to assist teachers in special projects, co-teach and substitute when necessary
  • Review and modify site-based course outlines created by teachers
  • Conduct case reviews with teachers and other staff to identify and address student needs
  • Respond to student requests and meet with students needing interventions
  • Ensure Special Education laws and requirements are being met and students identified are served
  • Implement, or facilitate the implementation of, standardized reading and math assessments and tests at assigned locations (primarily TABE, CELDT, CASAS, and CAASPP)
  • Provide oversight to staff related to all educational policies and procedures, including Five Keys stu-dent policies with regards to unit completion, credit allocation, transcript analyses, independent study, site-based attendance and grades, and map to graduation
  • Assist in managing and documenting student progress, including improving course assessments, at-tendance, grades, behavior, and graduation
  • Support teachers and students in the day-to-day operations of the academic programs
  • As a central part of the school administration, be available for periodic school-wide tasks such as as-sessment proctoring, graduation and event planning, emergency class coverage, and staff training 
  • Provide weekly updates to Area Superintendent and the Chief of In Custody Programs
  • Maintain confidentiality when dealing with student and staff information
  • Create a positive learning environment by modeling behavior for staff and students
  • Work harmoniously with others to communicate effectively (both orally and in writing) with students, teachers, administration, custody staff, and community
  • Communicate with individuals of varied cultural and educational backgrounds
  • Resolve challenging situations in a professional manner with understanding, respect, and tact
  • Develop and maintain strong relationships with our partner agencies to collaborate on student re-cruitment, attendance goals, enrollment and assisting in student orientation and assessment, pro-gram management, and furthering Five Keys’ initiatives
  • Establish and maintain relationships and communications with Sheriff’s Department staff
  • Abide by Five Keys and Sheriff’s Department policies and procedures
  • Other duties as assigned 


  • Self-driven and results-oriented person with a clear focus and attention to detail
  • Strong general and emotional intelligence coupled with the abilities to work efficiently and independently, to prioritize, and to communicate clearly and succinctly in writing and in per-son are essential
  • Experience with understanding of how educational barriers affect work and training
  • Ability to establish systems, create new partnerships, and navigate established systems
  • Creation and documentation of related reports and data
  • Comfortable, mature, and professional interacting with diverse community partners, school district representatives, and Sheriff’s Department and Five Keys staff
  • Adept using MS Office, phone, internet /email, and databases
  • Willingness and ability to grow professionally be accountable and to expand skills and adapt to evolving school environments
  • Commitment to the mission, vision, and values of Five Keys
  • Ability to maintain strong and appropriate boundaries with personal identifying information when interacting with students or community or program partners, and while at any school 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 skills
  • Excellent 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


This position typically requires:

  • Bachelor’s Degree in related field required, Master’s degree strongly preferred
  • 3-5 years’ credentialed classroom or independent study teaching experience
  • A minimum of 1 year experience in an educational leadership position strongly preferred
  • Proven track record of creating systems, maintaining organization and strong communication skills required
  • Administrative Credential preferred


  • 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 within 10 days of hire required


  • 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. There is some personal safety risk working with the at-risk population
  • Moderate noise level


We offer a competitive benefits package. The benefits will vary depending on the position.

  • Medical with employee premium contributions
  • Employer paid Dental
  • Employer paid Vision
  • Employer paid Life Insurance
  • Employer paid AD&D, Short and Long-term Disability
  • HRA Benefit
  • Pre-Tax Flexible Spending Accounts
  • Pre-Tax Transit and Parking Accounts
  • State Teachers Retirement (STRS) with Employer Matching for eligible employees
  • 403 (b) retirement plan with Employer Matching for non-STRS positions

Free Employee Assistance Program

Generous Paid Time Off

Gym membership reimbursement up to $100 for employees


Professional Level


Minimum Education Required

4-year degree

How To Apply

Please apply online here: