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Crimson Academies

Deputy Principal – Fixed-term through June 2027

Crimson Academies

. Lead the quality and consistency of the high school group and Flex learning experience for grades 9 to 12 .

Posted 11/5/2026full-timeRemoteLeadWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in educational leadership, including the ability to observe, coach, and support teachers while ensuring compliance with WASC accreditation standards. Proficient in managing academic data and student records using Sisyphus to drive school improvement and uphold high standards in the learning experience.

Highest-signal resume keywords
Master's Degree In EducationValid Teaching License5+ Years Teaching Experience2+ Years In School LeadershipStrong Knowledge Of US High School Diploma Requirements

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Calendar ManagementTimetable SchedulingObserving Teaching PracticeCoaching TeachersSupporting WASC AccreditationUsing Sisyphus For Student RecordsLeading AP Course SetupHandling Escalated Discipline MattersDriving Improvement Using Academic DataManaging Teacher Coverage
Soft Skills
Strong CommunicationLeadershipCollaborationProblem-SolvingConflict Resolution
Tools & Technologies
Sisyphus
Certifications & Qualifications
Valid Teaching License
Industry Keywords
High School EducationEducational LeadershipWASC AccreditationAP Course AdministrationStudent Conduct Management

About the role

Key responsibilities & impact
  • Lead the quality and consistency of the high school group and Flex learning experience for grades 9 to 12
  • Champion the school's mission, vision, and graduate profile
  • Drive campus priorities with the USDP Principal
  • Observe, coach, and share strong teaching practice across all learning modes
  • Act as the Principal's designee when the Principal is unavailable
  • Contribute to campus strategy, policy, and annual improvement planning
  • Support students across Group, Flex, and Da Vinci learning modes
  • Share responsibility for student conduct and handle escalated discipline matters
  • Lead and model safeguarding and child protection practice
  • Support WASC accreditation and ongoing school improvement
  • Co-lead staff briefings and professional development
  • Participate in teacher recruitment, interviews, and onboarding
  • Resolve escalated issues with students, families, teachers, and scheduling
  • Maintain accurate student records in Sisyphus and support compliance requirements
  • Use academic data to identify trends and drive improvement
  • Lead, observe, and coach group and Flex teachers
  • Own the annual school calendar and timetable, including ongoing changes
  • Manage daily teacher coverage and the Supervision and Substitution Scheme
  • Oversee group teacher timesheets
  • Lead AP course setup, College Board audits, and AP exam administration
  • Support Admissions Officers with high school course planning, placement, and transfer credit
  • Advise National Honor Society and coordinate select student clubs
  • Oversee student recognition, house leaders, and high school student voice
  • Lead accommodations and learning support within group and Flex classes

Requirements

What you’ll need
  • Master's degree in Education or Educational Leadership
  • Valid teaching license
  • 5+ years teaching experience
  • 2+ years in school leadership
  • Strong knowledge of US high school diploma requirements and AP
  • Experience leading teachers in live group instruction, ideally online
  • Proven calendar, timetable, and scheduling skills
  • Ability to observe, coach, and share strong teaching practice
  • Ability to support WASC accreditation and ongoing school improvement
  • Ability to use Sisyphus for accurate student records and compliance requirements

Benefits

Comp & perks
  • Fixed-term through June 2027, with the possibility of renewal
  • Fully remote work
  • Teaching load of up to 4 hours per week, based on school needs
  • Professional development
  • Cutting-edge technology for teaching
  • Global community and collaboration with students from around the world