Demo

Learning Specialist

DovetailED Talent Sourcing
San Francisco, CA Full Time
POSTED ON 7/26/2026
AVAILABLE BEFORE 8/24/2026

Drew School | San Francisco, CA

Learning Specialist Opportunity Statement


How to Apply

Drew School has engaged with DovetailED to lead this search. Interested candidates should email a cover letter (addressed to Director of Learning Support, Sarah Powell), a resume, and a list of at least three professional references consolidated as a single PDF document to Alison Moore, Senior Recruiter, at alison@dovetailedsourcing.com. Please do not contact the school directly.


About Drew

Drew knows and believes in teenagers. We engage each student in a process of intellectual discovery to develop an individual voice, the confidence to express it, and the empathy to understand its impact.


Founded in 1908, Drew School is an independent, urban high school in San Francisco enrolling approximately 300 students in grades 9 through 12. Drew engages each student in a process of intellectual discovery to develop an individual voice, the confidence to express it, and the empathy to understand its impact. Our school community is centered on experienced, dedicated, and passionate faculty, and engaged, committed students. Drew combines its curriculum with a focus on experiential learning, global awareness, local community involvement, citizenship, and support of individual talents and strengths.


Job Responsibilities

Case Management

  • Student Support: Works with students in grades 9–12, with the possibility of focusing on a specific grade level or grade band.
  • Learning Plans: Manages student Learning Plans, reviewing them annually for accuracy and drafting new plans when updated documentation is presented.
  • Student Coaching: Meets with students at an identified cadence based on grade level and support needs to work toward articulated outcomes in executive function, self-advocacy, and metacognition.
  • Faculty Collaboration: Works directly with teachers to support neurodiverse students through classroom observations, coaching on differentiation strategies, and behavior management.
  • Family Liaison: Provides individualized consultation to families in support of neurodiverse students.
  • Collaboration: Liaises with in-school tutors, school counselors, and outside providers as needed.
  • Team Participation: Participates in weekly Student Support Team meetings with HLC Learning Specialists and school leadership, including the Deans of Academic Support, Student Life, and Equity and Social Impact.


Tutoring

  • Conducts 40-minute 1:1 tutoring sessions with a designated cohort of students for the school year.
  • Supports students with reading comprehension strategies.
  • Supports students in developing efficiency within the writing process, including brainstorming, drafting, revision, and editing.
  • Supports executive function skill development through coaching for project management.


Proctoring

  • Proctors separate-setting testing for students with Learning Plans as scheduling allows.
  • Proctors PSAT extended-time testing in October (during the school day).
  • Proctors SAT testing for students with school-based accommodations 1–2x per year as needed (during the school day).


Other Duties

  • Collaborates with the Director of Learning Support to plan and facilitate professional development for faculty and educational offerings for parents.
  • Attends Back to School Night (September) and two Admissions Open Houses (Fall).


Desirable Skills and Experience

  • Master’s degree in Learning Disabilities, Special Education, or Educational Psychology. Candidates with a master’s in other fields and significant experience as a Learning Specialist or Educational Therapist will be considered.
  • Minimum of 3 years in learning support, preferably with middle and/or high school students.
  • Proven experience reading and interpreting psychoeducational, neuropsychological, and psychiatric reports.
  • Background in diagnostic or remediation clinical work, with experience teaching or tutoring students with mild-to-moderate learning disabilities.
  • Demonstrated experience in executive function skill development and project management coaching.
  • Experience coaching and working side-by-side with teachers to implement differentiation and support strategies.
  • Strong verbal and written communication skills.
  • Familiarity with Learning Management Systems (LMS) and Google Workspace.
  • Robust organizational skills and the ability to manage a caseload effectively.


Compensation & Benefits

Drew offers a supportive working environment and a competitive salary. Our comprehensive benefits package includes:


  • Health & Wellness: A complete health benefits package, including 100% employer-paid health coverage for the employee’s base plan and 40% employer-paid coverage for dependents.
  • Retirement: A 403(b) retirement savings plan with matching contributions up to 6% of the employee’s salary.
  • Salary range: $75,000 - $105,000


How to Apply

Drew School has engaged with DovetailED to lead this search. Interested candidates should email a cover letter (addressed to Director of Learning Support, Sarah Powell), a resume, and a list of at least three professional references consolidated as a single PDF document to Alison Moore, Senior Recruiter, at alison@dovetailedsourcing.com. Please do not contact the school directly.

Salary : $75,000 - $105,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Learning Specialist?

Sign up to receive alerts about other jobs on the Learning Specialist career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$91,706 - $110,140
Income Estimation: 
$111,780 - $137,879
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at DovetailED Talent Sourcing

  • DovetailED Talent Sourcing Baltimore, MD
  • Gilman School | Baltimore, MD Director of Counseling Opportunity Statement How to Apply Gilman School has partnered with DovetailED on this search. Interes... more
  • 1 Day Ago

  • DovetailED Talent Sourcing Brooklyn, NY
  • A. Fantis School | Brooklyn, NY Director of Student Services Opportunity Statement How to Apply A. Fantis School has partnered with DovetailED on this sear... more
  • 1 Day Ago


Not the job you're looking for? Here are some other Learning Specialist jobs in the San Francisco, CA area that may be a better fit.

  • Adapted Learning Center Larkspur, CA
  • Learning Specialist – Math & Writing Larkspur, CA · On-site (with occasional remote flexibility) · Part-time Pay: $60–70/hour, DOE Company Description Adap... more
  • 17 Days Ago

  • Unitek Learning South San Francisco, CA
  • Company Description As a leading healthcare education organization, Unitek Learning’s family of schools helps thousands of students launch and accelerate t... more
  • 19 Days Ago

AI Assistant is available now!

Feel free to start your new journey!