Rashaad Pitt resigns Charlottesville High School

Unconfirmed reports from deep inside the Charlottesville City Schools establishment indicate Charlottesville High School (CHS) principal, Rashaad Pitt, has resigned his post.

Pitt, who assumed his position at CHS in August 2022, has experienced a rough ride over his year-plus at the school. During Rashaad Pitt’s tenure:

An online listing for Charlottesville High School Principal, 2023-2024 school year, rosily describes the school and the job, as follows:

Thank you for your interest in Charlottesville City Schools!  We are currently accepting applications for Charlottesville High School Principal.

Who we are

Charlottesville Schools Ranked in the Top 5 Best Places to Teach and Top 10 Best School District in Virginia!

The 2021 Niche.com K-12 rankings are out, placing #7 overall among Virginia school districts and landing in the top 3% in the nation.  Niche ranks nearly 100,000 schools and districts based on statistics and millions of opinions from students and parents. Additional recognition for CCS from a variety of Niche categories include:

Top 20 in the Nation – Most Diverse School Division

 “A+” ranking in College Prep and Diversity categories and “A” in Teachers and College Prep.

We’re proud of the good work of our students and teachers, and we appreciate the support of our community. While any given ranking system has its limitations, Charlottesville City Schools has done so well by so many measures, that the combined feedback paints a portrait of excellence.

 Situated in and around beautiful Charlottesville, Virginia – which is consistently ranked among America’s top university towns and best places to live.  We are located just 100 miles south of Washington, DC and 70 miles west of Richmond, it’s only a short trip to the Chesapeake Bay and Atlantic beaches, and New York is an easy Amtrak ride away. Whether it’s the great outdoors, a vibrant arts and culture scene, or small-town living with a big city feel, our part of Central Virginia has something for everyone.

 We seek strong educators and role models to serve our very diverse learners.


The High School Principal is responsible for being the instructional leader of the school and managing site operations. Other responsibilities include coordinating site activities; representing the school within the community; addressing situations and resolving problems and/or conflicts that could negatively impact the school. The principal provides leadership for the professional staff of the school in the development, implementation, and evaluation of a comprehensive educational program, and administers the program in accordance with school board policies and administrative regulations.

Essential Functions:

Chair/Participate in meetings (e.g. curriculum, safety, site advisory, special division committees, etc.) to coordinate activities and ensure that outcomes achieve in school, division, and/or state objectives

Conduct ongoing classroom observations to provide feedback to teachers to improve instructional delivery and coordinate with the administrative team to set an observation schedule for all teachers

Participate in selected Professional Learning Community (PLC) and/or department meetings to provide guidance to teachers as they analyze data and develop plans for future instruction

Maintain a schedule of continuing meetings with administrative staff, coaches, and department/grade level chairs to problem solve any instructional or behavior concerns and create plans to improve

Collaborate with other principals and/or coordinators, and senior staff in the division to develop division-wide processes for curriculum instructional practices, Program of Studies, etc.

Compose a wide variety of materials (e.g. quantity reports, student activities, correspondence, etc.) to document activities, provide written references,s and/or convey information

Delegate responsibility for a variety of administrative functions to Assistant Principal(s) and other personnel to manage the workload more effectively and efficiently Our Mission: Every Learner. Every Day. Everyone.

Collaborate with department chairs, counseling, and other administrators to develop a master schedule that includes courses described in the Program of Study and needed to meet the various degrees offered by the school division

Coordinate with the Athletic Director to approve, schedule, and assign supervision/coaches for all extracurricular, VHSL-approved activities

Oversee and coordinate with counselors to ensure all students are completing necessary courses for completion and/or graduation

Evaluate assigned personnel to ensure that standards are achieved and performance is maximized

Facilitate communication between personnel, students, and/or parents to evaluate situations, solve programs, and/or resolve conflicts

Implement policies, procedures, and/or processes to provide direction and/or comply with mandated requirements

Manage school administrative functions (e.g. facility maintenance, budget, staffing, etc.) to maintain safe and efficient school operations with Division guidelines

Present information (e.g. budget overviews, accounting processes, distribution formulas, etc.) to communicate information, gain feedback, and ensure adherence to establishing internal controls

Represent the school within community forums to maintain ongoing community support for educational goals and/or assist with issues related to the school environment.

Supervise instructional personnel to monitor performance, provide for professional growth and achieve overall objectives of the school’s curriculum

Complete other duties as assigned

Skills, Knowledge, and Abilities:

Performing multiple, technical tasks with a need to occasionally update skills in order to meet changing job conditions. Specific skills include adhering to safety practices, planning, and managing projects; preparing and maintaining accurate records, using pertinent software applications; knowledge to perform algebra and/or geometry, review and interpret highly technical information, write technical materials and/or speak persuasively to implement desired actions; analyze situations to define issues and draw conclusions.  The principal also must have knowledge of age-appropriate activities, business telephone etiquette, concepts of grammar and punctuation; safety practices and procedures; ability to schedule a number of activities, meetings, and/or events, gather, collate, and/or classify data, use job-related equipment; flexibility to independently work with others in a wide variety of circumstances, work with data utilizing defined but different processes, operate equipment using a variety of standardized methods; work with a significant diversity of individuals and/or groups; utilize  a variety of data and  job-related equipment; independent problem solving is required to analyze issues and create action plans; independent interpretation of guidelines; strong communication with diverse groups, maintaining confidentiality, meeting deadlines and schedules, setting priorities; work as part of a team; adapting to changing work priorities; working with frequent interruptions; monitor and appropriately allocate funds for the school

Education and/or Experience:

A Master’s Degree in school administration or a related field with at least three years of teaching experience is required. You must hold or be eligible for a Virginia Teaching License with an endorsement in Administration & Supervision. Previous administrative experience is preferred. Bilingual in English and another World Language preferred.

Physical Conditions and Nature of Work:

The usual and customary methods of performing the job’s functions require the following physical demands:  some lifting, carrying, pushing, and/or pulling; some stooping, kneeling, crouching, and/or crawling; and significant fine finger dexterity. Generally, the job requires 20% sitting, 45% walking, and 35% standing.   The job is performed under minimal temperature variations and some hazardous conditions.


The principal is evaluated by the Superintendent.

Contract Length:

12 months/260 days

The reason for and the circumstances surrounding Pitt’s reported departure presently are unknown.

This is a developing story. Additional details will be provided as available.

NOTE: 11/12/2023 Story updated to correct sequence of previously documented altercations.

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Rob Schilling is founder of the multi-award-winning Schilling Show Blog and News, proprietor of Schilling Show Media; host of both the Schilling Show Unleashed Podcast and WINA's The Schilling Show heard weekdays at noon; husband; father; worship leader, Christian recording artist and Community Watchdog.


  1. The last one got tired of breaking up fights. CPS refuses to expel troublemakers. CHS needs a warden not a principal


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