Tutor Quality & Engagement Lead

Assist World; United States; Remote; USD 28,000 - 44,000; Part time

Benefits offered by this job

100% REMOTE

Birthday bonus $50

Testimonial bonus $200

Entry monthly raffle $500

NO TRACKER. NO PROBLEM

Job summary

Assist World is seeking a Tutor Quality & Engagement Lead to oversee the experience, performance, and development of our tutor team. This role focuses on ensuring high-quality sessions, strong tutor support, and long-term engagement across all tutors.

You will work with the Founder and Tutoring Operations Coordinator to scale tutor quality as the organization grows, maintaining consistency in teaching and outcomes while supporting tutors through onboarding, audits, and regular feedback.

Qualifications

• Experience in tutoring, teaching, or mentoring.
• Strong communication and leadership skills.
• Ability to give clear, constructive feedback.
• Organized and detail-oriented; comfortable in a startup environment.

Responsibilities

• Oversee tutor hiring, onboarding, and ongoing coaching.
• Conduct weekly session audits and provide actionable feedback.
• Support tutor questions and ensure access to resources.
• Manage tutor communications on Slack/Discord and through email.
• Assist in tutor-student matching and planning prep
• Maintain and improve training materials and best practices.

Skills

Strong communication

Leadership

Tutoring/teaching experience

Feedback delivery

Organized and detail-oriented

Startup environment adaptability

Tools

Google Workspace

Teachworks

Lessonspace

Slack/Discord

Email & messaging tools

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