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.
Why Join ?
100% REMOTE
$50 birthday bonus
$200 testimonial bonus
$500 entry monthly raffle
NO TRACKER. NO PROBLEM
