Tutor Quality & Engagement Lead

About the Role Tutor Jackets is seeking a Tutor Quality & Engagement Lead to oversee the experience, performance, and development of our tutor team. This role is responsible for ensuring that tutors:

 

● Deliver high-quality, consistent sessions 

● Feel supported and engaged

● Have the tools and guidance needed to succeed long-term

 

You will work closely with the Tutoring Operations Coordinator and Founder to maintain and scale tutor quality as the company grows.

 

Key Responsibilities

Tutor Hiring & Onboarding

● Conduct initial tutor interviews (first round screening)

● Lead new tutor onboarding sessions (small groups of 2–3 tutors)

● Guide tutors through:

○ Systems (Teachworks, Lessonspace, Google Drive)

○ Session expectations and structure 

 

● Facilitate practice onboarding / demo sessions to ensure readiness

● Conduct 1-month check-ins with new tutors and provide initial feedback

 

Tutor Quality Assurance (Core Focus)

● Conduct weekly session audits (3–5 tutors per week) to evaluate session structure, flow, student engagement, and teaching clarity and effectiveness

● Document audit notes and:

○ Send clear, actionable feedback to tutors

○ Identify trends or recurring issues

○ Escalate concerns when needed

● Lead occasional retraining sessions for tutors who need additional support 

 

Tutor Support & Engagement

● Serve as the first point of contact for tutor questions (email / messaging)

● Ensure tutors:

○ Have access to the right resources

○ Feel confident in their sessions 

○ Stay aligned with Tutor Jackets teaching & performance standards

 

● Facilitate and manage the Tutor Slack/Discord channel

○ Share announcements and updates

○ Answer questions 

○ Encourage discussion and collaboration 

● Host weekly or bi-weekly office hours for tutor support

 

Tutor Retention & Check-Ins

● Conduct periodic tutor check-ins (mid-semester, end/start of semester, or as needed)

● Gather feedback on tutor experience, student progress, operational improvements

● Help maintain a strong tutor experience with goals of High engagement & 1–3 year tutor retention

 

Resource & Training Support

● Maintain and improve tutor resources and training materials

● Share best practices and insights from session audits, tutor feedback, student outcomes

 

Tutor–Student Matching Support

● Assist Coordinator in matching tutors to students using founder’s consultation notes, schedules, student needs, and tutor strengths

● Support creation of SAT/ACT Prep Plans based on templates and Founder guidance

● Collaborate with Founder & Coordinator on final decisions

 

Tools You’ll Use

● Google Workspace (Drive, Docs, Sheets, Calendar)

● Teachworks / Lessonspace (session audits, reviewing schedules)

● Slack or Discord (tutor communication)

● Email & messaging tools (internal communication)

 

Time Commitment

● ~10 to 15 hours per week 

● Primary availability: Tuesday – Thursday 5–8 PM EST (Some flexibility based on scheduling needs)

 

What We’re Looking For

● Strong communication and leadership skills

● Experience in tutoring, teaching, or mentoring

● Ability to give clear, constructive feedback

● Organized and detail-oriented

● Comfortable working in a startup-style, evolving environment

 

Role Scope & Collaboration

This role focuses on tutor quality and internal team support. 

● The Founder will continue to lead family consultations and oversee strategy and growth.

● The Tutoring Operations Coordinator will manage scheduling, daily operations, and client communication, escalating to the Founder or this role as needed. The team will align through a weekly stand-up meeting to review priorities, address challenges, and plan ahead.