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Employment at The Siena School 

Empowerment through Education

Join our dedicated, expert team of faculty, staff, and administrators at The Siena School and make a difference in the lives of students with language-based learning differences.

The Siena School is always interested in speaking with highly qualified teachers, staff, and administrators who share our passion for teaching children with language-based learning differences. While we may not always have jobs available, we are happy to learn more about your interests and keep your information on file. Given our continuing growth, it is likely that we may be hiring for jobs of interest in the future.   
 
If you are interested in applying for a job at our Silver Spring or Northern Virginia locations, or as a tutor with Siena Tutors, please submit a cover letter and resume to jobs@thesienaschool.org.

The Siena School is committed to equitable hiring practices and enthusiastically encourages professionals of all backgrounds to apply.

Why Join Us?

Working at Siena is an exciting opportunity to make a meaningful impact in the lives of students with language-based learning differences. As a member of our team, you'll inspire students to discover their potential while building their confidence as independent learners. You'll also be part of a supportive, innovative educational community dedicated to providing each student with the tools they need to succeed academically and personally.

We are looking for highly collaborative teachers committed to designing and adapting instruction to meet a range of student learning needs and interests and committed to multisensory and differentiated instruction. We promote a culture of belonging where students, staff, and families of The Siena School feel heard, seen, supported, and valued, so that all members of the community can thrive.

At The Siena School, teachers encourage students' creative expression, incorporate student interest and passions, and develop critical thinking by creating a vibrant, student-centered environment that supports the learning and personal growth of each student. Siena faculty and staff work collaboratively with students, parents and professionals to create a nurturing but rigorous learning environment. We know our children well and engage them on a daily basis in exciting, intellectual dialogue. Through individualized, multisensory instruction, students develop critical thinking skills and acquire the tools and strategies needed to become successful and independent learners. A positive learning experience inspires our students to have confidence in themselves and their abilities.

Siena teachers work with students in small classes of 10:1 and address their individualized needs through both small-group and individualized instruction. They are skillful in establishing a strong relationship with students and creating learning opportunities that motivate and inspire students to develop all aspects of their learning needs.

  • Demonstrated career interest in education
  • Bachelor's degree with a strong academic track record. Advanced degree and 2-5 years of classroom experience preferred
  • Promoting joyful student engagement and a commitment to the education of dyslexic students are essential
  • Training or classroom experience with differentiation and/or students with learning differences/dyslexia
  • Demonstrate commitment to valuing diversity and contributing to an inclusive working and learning environment
  • Take pride in being part of a team that collectively works to bring together diversity of backgrounds, thoughts, perspectives, and expressions
  • Engage in positive cross-cultural interactions and an understanding of the nuances that exist among and between diverse groups as well as a willingness to learn, grow, and confidently work through challenges that might arise in this area

In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire.

All positions include a competitive salary, commensurate with experience, and benefits package including but not limited to: health, dental and vision insurance, retirement plan, and professional development opportunities.

Siena's Culture of Collaboration

See Siena teachers and students at work—and at play! 


Cross-Campus Employment

The Siena School (www.thesienaschool.org) in Silver Spring, Maryland, is in its 19th year with an expanding enrollment and a second campus in Oakton, Virginia, now in its 4th year. The Siena School has become a national leader in educating bright, college-bound students (grades 3-12) with mild to moderate language-based learning differences. Siena enrolls approximately 40% students of color. The school focuses on the professional development of its staff who are regularly published and have presented at national and international conferences, including the NAIS Annual Conference. Siena is accredited by the Middle States Association of Colleges and Schools. The Siena School is committed to equitable hiring practices, and enthusiastically encourages professionals of all backgrounds to apply.

Interested in applying? Please submit a cover letter and resume to jobs@thesienaschool.org.


Northern Virginia Campus

The Siena School in Oakton, Virginia, is in its 4th year with an expanding enrollment of approximately 45 students in grades 3-11. The Siena School has become a national leader in educating bright, college-bound students with mild to moderate language-based learning differences like dyslexia. Siena Northern Virginia allows us to continue serving more students with language-based learning differences, as well as to train more leaders and teachers. Siena Northern Virginia replicates the established Siena mission, curriculum, core values, and framework, as well as focuses on the professional development of its staff, who have presented at national and international conferences, including the NAIS Annual Conference. Siena is accredited by the Middle States Association of Colleges and Schools.

Current Openings

Are you a passionate educator looking to make a real difference? Do you enjoy working in small classes where you can focus on building meaningful relationships with students? The Siena School is seeking a Middle and High School Humanities Teacher for the 2025-26 school year. This is an exciting opportunity to work in a collaborative, innovative environment where students thrive through personalized learning and creative teaching approaches.

Job Summary

The Siena School is one of the nation’s leading independent schools serving bright, college-bound students with mild to moderate language-based learning differences, such as dyslexia (www.thesienaschool.org). The ideal candidate will have a passion for teaching and a strong understanding of how to support students in developing writing, reading comprehension, and critical thinking skills through individualized, multisensory instruction. Siena’s inquiry-based language arts and history courses challenge students with rigorous curricula while providing tools and strategies to help them understand and apply content knowledge and concepts. 

At Siena, you’ll work with small classes (10:1 student-teacher ratio) and focus on helping students build confidence and a deeper understanding of history and literature. Our curriculum emphasizes real-world connections and hands-on learning, giving students the tools to succeed beyond the classroom. With a passion for their subject, the successful applicant will enjoy working with other educators in a collaborative environment and integrating technology in a 1:1 Chromebook environment. This is a full-time, exempt position.

Essential Duties and Responsibilities

  • Create and deliver engaging, multisensory lessons that make history and English classes exciting, relevant, and connected to real life. Use hands-on materials, visual aids, technology, and varied texts and resources to support students’ understanding.
  • Teach small classes, allowing you to truly get to know your students and personalize your teaching to meet their individual needs. Provide individualized and small-group instruction when necessary to deliver appropriate levels of challenge and support.
  • Encourage students to develop strong critical thinking skills. Help them cultivate the tools and strategies necessary for independent thinking and reasoning.
  • Regularly assess student understanding through formal and informal assessments and ongoing feedback. 
  • Track academic progress, set individualized learning goals, and adjust instructional strategies to promote individual student growth. Maintain accurate records of student performance, growth, and areas requiring additional focus.
  • Build a strong, positive classroom community where students feel comfortable taking risks and celebrating their successes.
  • Advise students and work with students, families, and other teachers to fully develop a picture of students’ strengths and learning needs.  
  • Use technology (1:1 Chromebook program, learning software programs, school subscriptions) to enhance learning and engage students in 21st-century skills.

Other Responsibilities

  • Create a nurturing, inclusive, and supportive environment that fosters students' self-confidence, self-advocacy, and a positive attitude toward learning. Encourage students to take risks, ask questions, and celebrate their growth and achievements.
  • Provide regular and consistent communication with students, families, and colleagues.
  • Stay current on best practices for teaching students with language-based learning differences and actively participate in ongoing professional development opportunities. Contribute to the school community by sharing knowledge and resources supporting diverse learners.
  • Demonstrate patience, creativity, and flexibility in adapting lessons to individual student needs.
  • Familiarity with assistive technologies and other resources for students with learning differences.
  • Demonstrate commitment to valuing belonging and contributing to an inclusive working and learning environment.
  • Take pride in being part of a team that collectively works to bring together a diversity of backgrounds, thoughts, perspectives, and expressions.
  • Other duties as assigned.

Qualification Requirements

  • A love of teaching and learning!
  • Interest or experience in working with middle and high school students.
  • Bachelor's degree with a strong academic track record and demonstrated career interest in education. Advanced degree and classroom experience are a plus.
  • Excellent interpersonal, communication, and collaboration skills with students, families, and colleagues.
  • Strong classroom management skills and a desire to grow professionally.
  • Creativity, flexibility, and a student-centered mindset.
  • Experience with creative and strong curriculum development and pedagogy, including designing and implementing individualized instruction and hands-on and student-centered projects preferred.

Salary and Benefits: $58,000 - $90,000 depending on experience.

Benefits: Benefits include comprehensive insurance (medical, dental, and vision coverage); short-term and long-term disability coverage, including optional life insurance; 401(K) retirement plan with employer contributions; paid leave including holidays, parental, bereavement, and sick leave; SmartBenefits (for Metro transportation); tuition remission for eligible employees; sponsored professional development; discounted facility rentals and free parking.

Physical Requirements: Moderate physical work is required for this position, including frequent walking, standing, bending, kneeling, stooping, crouching, and reaching. Must have the ability to lift, carry, push or pull equipment/boxes that weigh up to 10 pounds. Must be able to speak clearly and understand the speech of others.    

Candidates from diverse backgrounds are strongly encouraged to apply. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire.

How to Apply: Interested candidates should submit a cover letter and resume to jobs@thesienaschool.org. No phone inquiries, please.

Interested in applying? Please submit a cover letter and resume to jobs@thesienaschool.org.


Silver Spring Campuses

The Siena School has two campuses in Silver Spring, Maryland, and is in its 19th year with an expanding enrollment. Our Forest Glen campus is for grades 5-12, and our Satellite campus is for grades 3-4. The Siena School has become a national leader in educating bright, college-bound students with mild to moderate language-based learning differences. With approximately 150 students in grades 3-12, including 40% students of color, the school focuses on the professional development of its staff, who have presented at national and international conferences, including the NAIS Annual Conference. Siena is accredited by the Middle States Association of Colleges and Schools.

Current Openings

Are you a passionate educator looking to make a real difference? Do you enjoy working in small classes where you can focus on building meaningful relationships with students? The Siena School is seeking a Reading Teacher for the 2025-26 school year. This is an exciting opportunity to work in a collaborative, innovative environment where students thrive through personalized learning and creative teaching approaches.

Job Summary

The Siena School is one of the nation’s leading independent schools serving bright, college-bound students with mild to moderate language-based learning differences, such as dyslexia (www.thesienaschool.org). The ideal candidate will be passionate about teaching reading using small-group, classroom instruction, research-based strategies, a multisensory approach, and other best practices.

The Reading teacher will provide instruction to students in a structured literacy framework, utilizing Orton-Gillingham and other multisensory strategies to support students with dyslexia and other reading challenges. Strong candidates will be trained in these methods and be able to deliver evidence-based reading instruction that enhances students' phonemic awareness, decoding, fluency, vocabulary, and comprehension skills. Literacy trained Speech Language Pathologists are also encouraged to apply. This is a full time, exempt position. There are also additional professional opportunities at Siena to work with students during our 4-week summer school program, coach team sports, offer an after school enrichment program, and tutor.

Essential Duties and Responsibilities

  • Planning and delivering reading instruction based on a structured literacy approach.
  • Deliver structured literacy lessons using Orton-Gillingham principles to students with varying levels of literacy skills.
  • Implement multisensory teaching techniques, ensuring lessons incorporate visual, auditory, and kinesthetic modalities to engage different learning styles.
  • Provide small group and class instruction, tailoring lessons to meet individual student needs and providing scaffolding as necessary.
  • Regularly assess students’ progress using formal and informal assessments.
  • Advising students and working with students, families, and other teachers to fully develop a picture of students’ strengths and learning needs.  
  • Regularly and consistently communicate with students, families and colleagues.
  • Promoting joyful student engagement and a commitment to the education of students with dyslexia are essential.
  • Maintain accurate records of student performance, growth, and areas requiring additional focus.
  • Create and implement personalized learning plans for students based on assessment data and individual needs.

Other Responsibilities

  • Offer support and guidance to classroom teachers regarding differentiated instruction strategies for students with reading challenges.
  • Stay current with educational research and best practices in reading instruction, particularly in the areas of structured literacy and multisensory teaching methods.
  • Have patience, empathy, and a passion for helping students succeed in reading.
  • Demonstrate commitment to valuing belonging and contributing to an inclusive working and learning environment.
  • Take pride in being part of a team that collectively works to bring together diversity of backgrounds, thoughts, perspectives, and expressions.
  • Other duties as assigned.

Qualification Requirements

  • Bachelor's degree with a strong academic track record and demonstrated career interest in education. Advanced degree and classroom experience strongly preferred.
  • Orton-Gillingham or equivalent structured literacy training required.
  • Proven experience teaching reading to students with learning disabilities, particularly dyslexia.
  • Familiarity with other multisensory print to speech and speech to print reading programs and materials.
  • Strong understanding of phonics, phonemic awareness, and language processing skills.
  • Excellent interpersonal and communication skills for working with students, staff, and families.
  • Ability to design and implement individualized instruction based on student data.


Salary and Benefits: $58,000 - $90,000 depending on experience.

Benefits include comprehensive insurance (medical, dental, and vision coverage); short-term and long-term disability coverage, including optional life insurance; 401(K) retirement plan with employer contributions; paid leave including holidays, parental, bereavement, and sick leave; SmartBenefits (for Metro transportation); tuition remission for eligible employees; sponsored professional development; discounted facility rentals and free parking.

Physical Requirements: Moderate physical work is required for this position, including frequent walking, standing, bending, kneeling, stooping, crouching and reaching. Must have the ability to lift, carry, push or pull equipment/boxes that weigh up to 10 pounds. Must be able to speak clearly and understand the speech of others.    

Candidates from diverse backgrounds are strongly encouraged to apply. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire.

How to Apply: Interested candidates should submit a cover letter and resume to jobs@thesienaschool.org. No phone inquiries, please.

The Siena School, MD is seeking a passionate, highly organized Part-Time Digital Photography Teacher to teach students in Grades 6–8. The Siena School is one of the nation’s leading independent schools serving bright, college-bound students with mild to moderate language-based learning differences, such as dyslexia (www.thesienaschool.org). This is a hands-on, project-based role ideal for a photographer with strong technical skills, a deep understanding of photography as an art form, and a passion for developing young creatives.


This role includes delivering a structured curriculum, guiding students through digital portfolio development, and elevating student work through school exhibitions, community projects, and curated competitions. There is potential for this position to grow into a full-time role in future years to include high school instruction. This is a part-time, exempt position.
 

Essential Duties and Responsibilities

  • Teach digital photography to Grade 6 (quarterly rotation format) and Grades 7 & 8 (semester-based format).
  • Create and deliver engaging multisensory lessons that use hands-on materials, visual aids, technology, and varied resources to support students’ understanding.
  • Teach small classes (10-12 students), allowing you to truly get to know your students and personalize your teaching to meet their individual needs. Provide individualized and small-group instruction when necessary to deliver appropriate levels of challenge and support.
  • Implement and adapt existing curriculum to meet learning goals and provide clear expectations.
  • Build a strong, positive classroom community where students feel comfortable taking risks and celebrating their successes.
  • Through regular and consistent communication, advise students and work with students, families, and other teachers to fully develop a picture of students’ strengths and learning needs.  
  • Incorporate differentiated instruction to support a range of learning needs and abilities
  • Foster a student-centered classroom culture that encourages creativity, critical thinking, and visual storytelling.
  • Instill a strong understanding of photographic concepts, including composition, lighting, technical skills, editing, and visual literacy
  • Use technology (1:1 Chromebook program, learning software programs, school subscriptions) to enhance learning and engage students in 21st-century skills.
  • Studio Management: Monitor and maintain all photography equipment and studio materials. Ensure safe and effective use of tools and technologies. Support students in responsible handling of cameras, lighting equipment, and editing software.
  • Curate and display student work and coordinate school-wide exhibitions and visual displays to showcase student achievements.
  • Organize and facilitate student participation in community art projects and state, county, and national-level curated competitions.
  • Create and capture high-quality images for the school’s social media, email marketing, website, and digital communications
  • Photograph school-wide events (preferred for additional fee-based arrangements)
  • Photograph individual and grade-level student portraits (preferred for additional fee-based arrangements)

Other Responsibilities

  • Create a nurturing, inclusive, and supportive environment that fosters students' self-confidence, self-advocacy, and a positive attitude toward learning. Encourage students to take risks, ask questions, and celebrate their growth and achievements.
  • Demonstrate patience, creativity, and flexibility in adapting lessons to individual students with language-based learning differences.
  • Familiarity with assistive technologies and other resources for students with learning differences.
  • Demonstrate commitment to valuing belonging and contributing to an inclusive working and learning environment.
  • Take pride in being part of a team that collectively works to bring together a diversity of backgrounds, thoughts, perspectives, and expressions.
  • Other duties as assigned.

Qualification Requirements

Required

  • A love of learning and teaching
  • Bachelor's degree; advanced degree and classroom experience are a plus.
  • Excellent interpersonal, communication, and collaboration skills with students, families, and colleagues.
  • Strong classroom management and organizational skills and a desire to grow professionally.
  • Creativity, flexibility, and a student-centered mindset.
  • Experience with creative and strong curriculum development and pedagogy, including designing and implementing individualized instruction and hands-on and student-centered projects preferred.
  • Strong proficiency in digital editing software (e.g., Adobe Photoshop, Lightroom)
  • Professional photography experience (preferred)
  • Flexibility and interest in growing role into a full-time opportunity (preferred)

Salary

  • $58,000 - $90,000 full time equivalency (depending on experience); prorated for part-time work (16.25 hours/week)
  • Additional compensation for event and portrait photography services

Physical Requirements: Moderate physical work is required for this position including frequent walking, standing, bending, kneeling, stooping, crouching and reaching. Must have the ability to lift, carry, push or pull equipment/boxes that weigh up to 20 pounds. Must be able to speak clearly and understand the speech of others.    

Candidates from diverse backgrounds are strongly encouraged to apply. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire.

The Siena School is seeking substitute teachers to work on an as-needed basis at their campuses in Silver Spring, MD, for grades 3-12. Compensation is $20 per hour.

Essential Duties and Responsibilities  

  • Substitute teachers at Siena are responsible for managing the classroom goals, expectations, and directives of the absent teacher for the given period(s) or day(s). The ideal candidate uses effective classroom management techniques to establish quick and effective working relationships with students with language-based learning differences. 
  • Candidates must be eager to work with students in a collaborative, student-centered environment.

Other Duties

  • Support the school’s mission and culture, promoting a positive, inclusive school climate
  • Through a restorative justice lens, support student adherence to school expectations
  • Additional duties as assigned, including recess and lunch supervision and other tasks as needed. 
  • Hours: Monday–Friday, 8:00am–4:00pm (as needed)

Essential Skills and Qualifications

  • Bachelor's degree (or in Maryland, completed minimum 120 college credit hours)
  • Prior experience in education preferred 
  • Strong communication skills
  • Experience and comfort with working in a diverse environment
  • Commitment to diversity, equity, and inclusion 
  • Strong technology skills
  • Reliable and flexible
  • Ability to think independently and take initiative

In compliance with federal law, all persons hired will be required to verify their identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire. The Siena School is committed to equitable hiring practices and enthusiastically encourages professionals of all backgrounds to apply.

To apply: please email resume to jobs@thesienaschool.org

Interested in applying? Please submit a cover letter and resume to jobs@thesienaschool.org.

Why Work at Siena?


Siena Tutors

The Siena School is hiring tutors for elementary, middle and high school students to provide targeted instruction and support in reading, writing, math, executive functioning skills, and other core subjects. Our Tutors work 1:1 with students outside of school hours to target skill development, support knowledge and use of student learning strategies, and promote healthy self-confidence. We are looking for tutors who understand the connections with language and learning, have excellent people skills, and are enthusiastic about helping children who learn differently. 

Learn More Here

Roles and Responsibilities:

  • Provide individual, regular tutoring sessions with students in a specific area of support  (executive function skills/organization, the writing process, reading development, math, and/or other subject specific support such as science or social studies).
  • Consistent and regular parent communication regarding student’s progress.
  • Collaborate with classroom teachers to tailor the tutoring experience to the individual needs of each student with focused comments on important aspects of a student’s progress, and clearly identified goals for further progress in the specific area of focus.
  • Accurate record keeping, including logging hours.
  • Regular feedback to the Director of Tutoring.
  • Develop learning plans, implement assessments, and report student progress under the direction of the Director of Tutoring Services.

Qualifications:

All Tutors

  • Bachelor's degree with a strong academic track record. 
  • Advanced degree and 2-5 years of classroom experience preferred.
  • Experience teaching/tutoring elementary, middle and/or high school students including students with learning differences/dyslexia; training or classroom experience working with students one-on-one or in small groups and with differentiation strategies.
  • Training in multisensory, structured language education desirable. 
  • Available after school, evenings and/or weekends; hours are flexible.
  • Engage in professional development provided by The Siena School.
  • Strong language skills and a desire to make a difference for students whose intellect is ahead of their literacy skills.
  • High degree of reliability and consistency and strong organizational skills.
  • Attention to detail regarding work schedule, assessment, and paperwork.
  • Able to work remotely with reliable internet access and computer to provide on-line tutoring. Some tutoring positions will transition to in-person work as is deemed safe to return due to Covid-19, while other Siena tutors will continue to work virtually with students as family and schooling needs dictate.
  • Strong technology skills (especially Microsoft OS, MS Office programs, Google Suite).
  • Comfortable with and uses technology tools for instruction, planning, and communication. Willing to learn new uses/applications of technology tools to support individual student’s needs.
  • Personable and joyful working with school-age children.

Specific to Reading Tutors

  • Reading training (e.g., Orton Gillingham).
  • Knowledge in the core processes, skills, and content of reading and its relationship to listening, speaking, and writing.
  • Understand the reading process, particularly phonemic awareness, phonics, comprehension, decoding, strategic reading, and the application of these skills.
  • Experience teaching specific elements of reading instruction in 1:1 and/or small groups.

Salary information: The position is compensated at $80 per hour.

The Siena School (www.thesienaschool.org) in Silver Spring, Maryland, is in its 16th year with an expanding enrollment and now a second campus in Oakton, Virginia, which opened in Fall 2021. Siena has become a national leader in educating bright, college-bound students with mild to moderate language-based learning differences, with nearly 150 students at its Silver Spring campus (grades 4-12) and nearly 30 at its new Northern Virginia campus (grades 3-11; adding grade 12 in Fall 2024). Siena enrolls approximately 40% students of color. Siena focuses on the professional development of its staff who have presented at national and international conferences (including the NAIS Annual Conference) and is accredited by the Middle States Association of Colleges and Schools.

The Siena School is committed to equitable hiring practices and enthusiastically encourages professionals of all backgrounds to apply. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification forms upon hire.

How to Apply/Contact

For immediate consideration, interested candidates are encouraged to submit a cover letter and resume to Jennifer Pettey at jpettey@sienatutors.org. No phone calls please.

What do Siena parents say about our faculty?

"We had a wonderful and very encouraging experience meeting with all of her teachers. I continue to be amazed and grateful at how clearly her teachers see her for all of her gifts and can clearly identify ways to address her challenges." - Siena Parent

"We have seen our son grow into a self-confident and mature young man thanks to the dedication and support of all the amazing staff at Siena and the programs they offer." - Siena Parent

Hear from our staff!

Why I Teach at Siena

Siena is there to provide a mentormentee relationship where it’s tailored toward the needs of the student and their learning differences. I know that personally because it was 9 years as a student for me. –Brandon Butsavage (Siena '16)

Learn More

Learn More Here