Career Opportunities

There are innumerable reasons why Oakland School is a remarkable place where children with learning differences find their footing, not the least of which is our excellent community of faculty and staff. With a passion for educating and serving children, the Oakland team is defined by their commitment to making an indelible positive impact on our young students’ lives. So, it is our priority to recruit exemplary employees that drive upstanding character, high standards of work ethic, and unconditional inclusion.

No matter where you are in your education career, and no matter the role, Oakland School will ignite your love of teaching and connecting with students in Charlottesville’s countryside. We look forward to hearing from you.

How To Apply

If you would like to inquire about employment, please send an email to information@oaklandschool.net with the following information:

  • Type of employment opportunity you're seeking
  • Completed Application Form (PDF)
  • Cover letter

Current Employment Openings

Reading Teacher - Summer Camp

Reading Teacher - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for teachers for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29 from 8:20 AM - 4:30 PM, Monday through Friday. Monday, June 17 through Friday, June 21 will be in-service days.

Responsibilities:

  • Teach small, in-person Reading classes following a well-established program working with students with learning differences or who need reinforcement/catch-up in the subject
  • One-to-one reading instruction
  • Ensure the safety and supervision of students, children between the ages of 7 - 15
  • Ensure the structure of the camp academics and provide mindful guidance to students

Qualifications:

  • Virginia Teaching License in Special Education (Learning Disabilities), Elementary Education, or Reading (preferred)
  • Great organizational and written language skills
  • Flexible and a team player
  • Enjoy working with school-aged children

Pay: $5,200 salary for six-week program

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Math Teacher - Summer Camp

Math Teacher - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for teachers for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29 from 8:20 AM - 4:30 PM, Monday through Friday. Monday, June 17 through Friday, June 21 will be in-service days.

Responsibilities:

  • Teach small, in-person Math classes following a well-established program working with students with learning differences or who need reinforcement/catch-up in the subject
  • Ensure the safety and supervision of students, children between the ages of 7 - 15
  • Ensure the structure of the camp academics and provide mindful guidance to students

Qualifications:

  • Virginia Teaching License in Special Education (Learning Disabilities), Elementary Education, or Math (preferred)
  • Great organizational and written language skills
  • Flexible and a team player
  • Enjoy working with school-aged children

Pay: $5,200 salary for six-week program

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

English Teacher - Summer Camp

English Teacher - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for teachers for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29 from 8:20 AM - 4:30 PM, Monday through Friday. Monday, June 17 through Friday, June 21 will be in-service days.

Responsibilities:

  • Teach small, in-person English classes following a well-established program working with students with learning differences or who need reinforcement/catch-up in the subject
  • Ensure the safety and supervision of students, children between the ages of 7 - 15
  • Ensure the structure of the camp academics and provide mindful guidance to students

Qualifications:

  • Virginia Teaching License in Special Education (Learning Disabilities), Elementary Education, or English (preferred)
  • Great organizational and written language skills
  • Flexible and a team player
  • Enjoy working with school-aged children

Pay: $5,200 salary for six-week program

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Phonics Teacher - Summer Camp

Phonics Teacher - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for teachers for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29 from 8:20 AM - 4:30 PM, Monday through Friday. Monday, June 17 through Friday, June 21 will be in-service days.

Responsibilities:

  • Teach small, in-person Reading classes following a well-established program working with students with learning differences or who need reinforcement/catch-up in the subject
  • One-on-one reading instruction
  • Ensure the safety and supervision of students, children between the ages of 7 - 15
  • Ensure the structure of the camp academics and provide mindful guidance to students

Qualifications:

  • Virginia Teaching License in Special Education (Learning Disabilities), Elementary Education, or Reading (preferred)
  • Great organizational and written language skills
  • Flexible and a team player
  • Enjoy working with school-aged children

Pay: $5,200 salary for six-week program

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Spanish Teacher

Spanish Teacher

Position Status: Part-Time

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for a Part-Time, Middle and Upper School Spanish Teacher for the 2024-2025 school year. Potential applicants would need to be available from Tuesday, August 24, 2024 to Friday, May 9, 2025 and from Monday, June 16, 2025 to Friday, July 23, 2025 from 8:20 AM - 4:30 PM, Monday through Friday except for: National Holidays, Thanksgiving Break, Holiday Break, Spring Break.

Responsibilities:

  • Teach a small, in-person Upper School class working with students with learning differences
  • Manage foreign language club for Middle School students
  • Align instruction with the mission of Oakland School
  • Deliver Spanish instruction, utilizing the curriculum and themes adopted by Oakland School, correlated with other appropriate learning activities
  • Use evidence-based practices that promote student success across the curriculum
  • Demonstrate a flexible and reflective approach to teaching
  • Collaborate with colleagues to improve instructional practices throughout the school; share best practices
  • Use formative and summative assessments and document student progress and achievement
  • Communicate effectively with school administrators, classroom teachers, families, and students through face-to-face dialogue, written messages, and written reports to track and communicate progress
  • Involve parents and guardians as partners in their students’ education

Qualifications:

  • Virginia Teaching License
  • Bachelor’s degree in Education or related field from a fully accredited college or university required
  • Experience with various educational technologies and knowledge of sound teaching strategies with the ability to support students in technology use required
  • Experience teaching high school Spanish
  • Experience working with students who have learning differences is preferred
  • Possess knowledge of evidence-based practices that promote students’ success across the curriculum
  • Demonstrate understanding, appreciation, and empathy for students who learn differently
  • Demonstrate ability to work effectively as part of a team
  • Must possess excellent collaboration, and written and verbal communication skills
  • Competency with computers and software, including but not limited to mainstream products from Microsoft and Google required

Pay: Commensurate with experience

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Teaching Assistant - Summer Camp

Teaching Assistant - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for teachers for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29 from 8:20 AM - 4:30 PM, Monday through Friday. Monday, June 17 through Friday, June 21 will be in-service days.

Responsibilities:

  • Assist instruction in reading, phonics, math, and/or writing for students with learning differences or who need reinforcement/catch-up in a subject
  • Assist with grading and other administrative tasks
  • Work with students one-to-one or in small groups
  • Ensure the safety and supervision of students, children between the ages of 7 - 15
  • Ensure the structure of the camp academics and provide mindful guidance to students

Qualifications:

  • Some college preferred
  • Experience working with children
  • Great organizational and written language skills
  • Flexible and a team player
  • Enjoy working with school-aged children

Pay: $3,100 salary for six-week program

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Residential Instructor/Camp Counselor - Summer Camp

Residential Instructor/Camp Counselor - Summer Camp

Position Status: Full-Time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for resident instructors/camp counselors for our summer session. Potential applicants would need to be available from Monday, June 10 to Friday, July 26. Shifts would be 8:30 AM to 4:30 PM, Monday through Friday for Day Counselors, or 4 days on/3 days off for overnight counselors.

Responsibilities:

  • Lead recreational classes such as Swimming, Archery, Soccer, Tennis, Basketball, Arts and Crafts, and Science and Nature
  • Lead clubs such as Sports, Cooking, Fishing, etc.
  • Assist in large recreational group activities such as camping, bonfires, Water Field Day, etc.
  • Ensure the safety and supervision of students, children ages 7 - 15
  • Ensure the structure of the camp activities program and provide mindful guidance to students

Qualifications:

  • At least one year of college, or post-high school work that includes experience supervising children
  • Display qualities in patience, reasoning, communication, and teamwork
  • Enjoy working with school-aged children
  • Lifeguard Certification is a plus or a willingness to become certified

Pay: Please inquire

To apply, send a completed Application Form and cover letter to bart@oaklandschool.net.

Housekeeper - Summer Camp

Housekeeper - Summer Camp

Position Status: Full-time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for summer housekeeping staff for our summer session. Potential applicants would need to be available from Monday, June 10 to Friday, July 26, Monday through Friday.

Responsibilities:

  • Sweeping, mopping, and vacuuming
  • Cleaning and sanitizing bathrooms
  • Laundering and folding clothes
  • Window cleaning
  • Daily cleaning/housekeeping in the dorms and classrooms
  • Other duties, as assigned by the Maintenance Supervisor and/or Operations Director

Physical Requirements:

  • Must be able to lift and carry up to 35 lbs
  • Must be able to stand continuously for hours at a time
  • Must be able to bend, stoop, crouch, push, pull, and climb stairs
  • Must be able to kneel, balance, reach above shoulder height, and twist
  • Must be able to walk on uneven terrain
  • Must be able to work in non-climate-controlled environments for extended periods
  • Must be able to tolerate exposure to dust and cleaning chemicals
  • Must be able to climb, and balance on, ladders

Pay: Please inquire

To apply, send a completed Application Form and cover letter to operations@oaklandschool.net.

Kitchen Assistant - Summer Camp

Kitchen Assistant - Summer Camp

Position Status: Full-time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for kitchen staff for our summer session. Potential applicants would need to be available from Monday, June 17 to Monday, July 29. Shifts vary within the hours of 6:30 AM to 7:30 pm daily with two days off per week.

Responsibilities:

  • Assist in the preparation and service of breakfast, lunch, and dinner to students and staff
  • Stock utensils, trays, napkins, plates and other necessary items
  • Operate cooking and cleaning equipment
  • Perform necessary clean-up and end-of-shift duties

Qualifications and Physical Requirements:

  • Must exhibit general knowledge of kitchen equipment and safety procedures
  • Must be able to stand continuously for long periods of time
  • Should have reliable transportation to and from work
  • Should have the ability to perform accurate, thorough, and neat work
  • Must pass a background check

Pay: Please inquire

To apply, send a completed Application Form and cover letter to operations@oaklandschool.net.

Nurse - Summer Camp

Nurse - Summer Camp

Position Status: Full-time, Temporary

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for a nurse for our summer session. Potential applicants would need to be available from Monday, June 17 to Friday, July 26. Shifts are from 8:30 AM to 4:30 PM, Monday through Friday.

Responsibilities:

  • Ensure the overall health and well-being of all students and staff
  • Administer medication as needed
  • Manage first aid, illnesses, and injuries as needed
  • Manage health care documentation
  • Communicate with faculty, staff, and parents as needed

Qualifications:

  • Must be at least a Licensed Practical Nurse (LPN)
  • Must have current Virginia licensure
  • CPR certification preferred

Pay: Starting at $30.00 per hour

To apply, send a completed Application Form and cover letter to operations@oaklandschool.net.

Maintenance Technician

Maintenance Technician

Position Status: Full- or Part-Time

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for maintenance staff for our summer session. Shifts are from 7:30 AM to 4:00 PM, Monday through Friday.

Responsibilities:

  • Perform all building and grounds maintenance work as directed by the Maintenance Supervisor and/or Operations Director, including mowing, weed-eating, landscaping, painting, etc.
  • Help keep the Maintenance Shop area in a clean, neat, and organized manner
  • Perform accurate, thorough, and neat work
  • Punctual and able to observe timely work-break/meal periods, and have an acceptable overall attendance record
  • Other duties as assigned by the Maintenance Supervisor and/or Operations Director

Qualifications:

  • Must have some background in lawn equipment operation, painting and other maintenance skills
  • Must be honest, dependable, responsible, and of a good moral character
  • Must have a valid driver’s license and satisfactory record to drive school vehicles
  • Must be safety conscious at all times
  • Must have a high school diploma
  • Must pass a criminal background check

Physical Requirements:

  • Must be able to lift and carry up to 50 lbs
  • Must be able to stand continuously for hours at a time
  • Must be able to bend, stoop, crouch, push, pull, and climb stairs
  • Must be able to kneel, balance, reach above shoulder height, and twist
  • Must be able to walk on uneven terrain
  • Must be able to work in non-climate-controlled environments for extended periods
  • Must be able to tolerate exposure to dust and cleaning chemicals

Pay: Please inquire

To apply, send a completed Application Form and cover letter to operations@oaklandschool.net.

Barn Assistant

Barn Assistant

Position Status: Full- or Part-Time

Oakland School, a co-educational day school located on 450 acres in Troy, VA, is looking for Barn Assistants for our summer session. Shifts are from 8:15 AM to 4:45 PM, Monday through Friday.

Responsibilities:

  • Care for horses: feed, water, bathe, groom, and exercise horses
  • Tack and untack horses for lessons
  • Willingness to learn new disciplines
  • Blanket and turn out horses
  • Assist in veterinary treatments
  • Maintaining the neatness of the barn, including mucking stalls and cleaning water troughs
  • Assist in various barn related chores as requested
  • Ability to work independently and under pressure
  • Other duties, as assigned by Barn Manager/Riding Instructor and/or Operations Director

Qualifications:

  • Must exhibit general knowledge of safety procedures
  • Must be honest, dependable, responsible and of a good moral character
  • Must be cooperative and work well with other school personnel
  • Must have previous barn/stable experience

Physical Requirements:

  • Must be able to lift and carry up to 50 lbs
  • Must be able to stand continuously for hours at a time
  • Must be able to bend, stoop, crouch, push, pull, and climb stairs
  • Must be able to kneel, balance, reach above shoulder height, and twist
  • Must be able to walk on uneven terrain
  • Must be able to work in non-climate-controlled environments for extended periods

Pay: Please inquire

To apply, send a completed Application Form and cover letter to operations@oaklandschool.net.

Notice of Nondiscriminatory Policy
Oakland School is an equal opportunity employer. We are committed to fostering a diverse and inclusive environment for all faculty, staff, and students. We do not discriminate on the basis of race, color, national or ethnic origin, sex, religion, sexual orientation, age, or medical condition, or any other basis protected by federal, state, or local law in employment practice or policies or other school-administered programs.