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Tutor Quality & Engagement Lead

Roles & Responsibilities

  • Strong communication and leadership skills
  • Experience in tutoring, teaching, or mentoring
  • Ability to give clear, constructive feedback
  • Organized and detail-oriented

Requirements:

  • Lead tutor hiring, onboarding, and early performance processes (interviews, onboarding sessions, system training, and 1-month check-ins).
  • Conduct weekly tutor session audits, document feedback, identify trends, escalate concerns, and run retraining sessions as needed.
  • Provide ongoing tutor support and engagement by answering questions, ensuring access to resources, managing tutor channels (Slack/Discord), and hosting regular office hours.
  • Support tutor retention and resource development through periodic check-ins, gathering feedback, and maintaining training materials and best practices.

Job description

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 Assist World?

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

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