Redwood Literacy Intervention Specialist Remote · Part time

Qualifications: 1) Applicants MUST be special education certified AND have experience teaching structured literacy with programs such as Wilson® or Orton Gillingham. 2) We are looking to hire instructors ASAP to begin training this summer and teaching this fall. 3) We are looking for instructors who have daytime availability for the 2024/25 school year.


To apply to this 1099 Contractor Position:

Please note candidates who do not follow these steps will not be considered for the position.

Send a 5 minute video answering the following questions. Send the video in an easy-to-open format to [email protected] along with your resume.

  • Describe your experience with virtual learning and share specific strategies and tools you use to make it engaging and enjoyable for students, especially those with learning and behavioral differences.
  • How would you handle a situation (or repeated situations) where a student refuses to complete an assigned task and instead displays disruptive behavior, such as throwing objects or talking out of turn? Please provide a detailed response based on your past experience, including how you determine when parent involvement is appropriate.
  • If a student shows no growth or regression on progress monitoring or benchmark assessments, what steps would you take to use the data effectively to inform and adjust your instructional approach?
  • When given a directive that you find unclear, what steps do you take to seek clarification and ensure you understand the expectations fully? Can you provide an example from your past experience?
  • Share an example of a time when you had to quickly adapt to new tools or materials. Are you excited by the opportunity to develop new skills, and how do you integrate them into your teaching practice?
  • What motivates you to apply for a position with Redwood, and how do you believe your skills and experience align with our mission and the needs of our students?
  • Once your video has been reviewed, Vanessa will send you an email letting you know whether or not you are advancing to the next round.

Role & Responsibilities:

  • Start Date: ASAP
  • End Date: This is an “At Will” contract, meaning there is no specified end date. More details below. 
  • Location: Virtual via Zoom or Koala Go or Google Meets

Redwood Student Intervention Services:

  • Rolling Admissions run on a Year Round Calendar
  • Observance of a two-week Winter Holiday (unpaid)
  • Observance of Federal Holidays (paid make-up days required)
  • Intervention Sessions take place Monday-Friday, during the school day
  • Opportunities to learn more about Redwood and collaborate with other instructors will be offered once a month and led by the Redwood Director Team. Details will be communicated via the weekly bulletin. Additional individualized opportunities will be available to you as approved by the Director Team. 
  • During weeks with Monday federal holidays, contractors will host make-up sessions on the Friday of that week at the regularly scheduled time of their Monday/Wednesday sessions.
  • The 2024/25 make-up Fridays are: Sept 6 (Labor Day makeup), Oct 18 (Indigenous Peoples’ makeup), Nov 15 (Veterans Day makeup), Jan 24 (MLK Day makeup), and Jan 21 (President’s Day makeup), May 30 (Memorial Day makeup), June 20 (Juneteenth makeup), and July 11 (Independence Day makeup)

Student Caseload:

  • Teach between 2-8 groups of students a week for 30-75 mins per session:
  • Either Small Groups (up to 5 students) or 1:1’s (case-by-case basis).
  • Caseloads range from 1 student to a maximum of 40 students. 
  • New Hires Only: Upon signing the service agreement, all contractors will progress through the onboarding process for anywhere from 3-6 weeks. These weeks are unpaid as Redwood covers the entire cost of your training (Phase 1) as well as your content area-specific certification process (Phase 2). See more information below about what is included in Phase 1 and Phase 2. You will begin invoicing once you begin teaching your first Redwood student. Once the onboarding process is complete, Redwood will start to build your student caseload pending current enrollment. Redwood will work with you to reach your desired caseload, timing will depend on your availability (the more availability you have the easier it’ll be to match you with students) as well as client demand. 
  • All Instructors: There is no guarantee of how many students you’ll be matched with on a certain timeline. Instead, we ask that you vocalize your desired caseload and timeline, and we’ll work together to reach it. 


  • Provide top-tier, individualized intervention services to each student on your caseload.
  • If relevant to student and/or group: Write and track IEP goals specific to each student’s learning needs as well as aligned to the requirements laid out by the school district and the district case manager team. IEPs are subject to review by Redwood's Director Team and will held to a high standard of excellence
  • Complete all onboarding items listed in the Onboarding Slide Deck as well as your content-specific Training Track (new hires only, or current instructors if beginning a new content-specific training track). 
  • Record necessary progress monitoring data for students after each session and track student attendance and participation.
  • Read, internalize, and respond to weekly team communication within 24 hours Monday-Friday.
  • Complete all action items regarding preparing, writing, and sending monthly email updates. 
  • Commit to constantly striving to be a better educator and reading interventionist through personal practice and professional development

Learn more here:


$60 - $65 per hour