Fast Facts

Join Outschool as an Educator Experience Lead, where you'll support and champion independent educators in creating impactful learning experiences for children and teens.

Responsibilities: Oversee communications and advocacy for educators, manage onboarding processes, track sentiment, and collaborate with product teams to enhance user experience.

Skills: 5+ years in customer success, community management, or related fields, strong communication skills, experience with data-driven program strategies, and familiarity with cross-functional collaboration.

Qualifications: Experience with educators is a plus; a background in teaching or education and familiarity with CRM platforms and support design are advantageous.

Location: This position is remote, accepting candidates from the U.S. and Canada with no additional travel required.

Compensation: $125000 - $200000 / Annually

About The Role: 

Outschool is home to a global community of independent educators who create transformative learning experiences for kids and teens. We’re seeking an Educator Experience Lead to champion this community - helping educators feel confident, supported, and aligned as they grow on the platform.

In this role, you’ll lead the full educator journey—from onboarding and communications to programming, sentiment tracking, and internal advocacy. You’ll develop scalable processes and strategies that help educators thrive, and surface their voices to shape product, content, and platform evolution. Your work will be essential in strengthening trust, surfacing educator insights, and empowering educators to meet the evolving needs of Outschool learners around the world.

Core Responsibilities: 

• Educator Communications & Feedback: Lead all educator-facing communications, including newsletters, platform updates, and help content. Track educator sentiment through tools like NPS and CSAT, and turn insights into action. Set the tone, timing, and messaging strategy to keep educators informed and engaged.
• Educator Advocacy & Product Collaboration: Bring the educator perspective into conversations with Product, Design, and Marketing. Stay close to the educator experience—understanding class creation, tools, and challenges—and help shape improvements that make teaching on Outschool easier and more rewarding.
• Onboarding & Early Success: Create clear, helpful onboarding experiences that guide new educators to their first successful class. Work closely with Product to embed onboarding best practices directly into the platform.
• Community & Professional Learning: Design and manage programs that build community and support educator growth—from onboarding through long-term engagement. Empower experienced educators to lead and mentor others. Run scalable events, forums, and initiatives that foster connection and retention.

Experience & Skills

• 5+ years in customer success, community management, education programming, or related roles (experience working with educators is a plus)
• Strong communication skills—written, verbal, and strategic—with a deep empathy for educator needs.
• Experience collaborating with Product and Design teams to improve user-facing tools, workflows, or in-product experiences.
• Skilled in leveraging qualitative and quantitative data to drive program strategy.
• Comfortable navigating cross-functional environments and advocating effectively for user perspectives.
• Bonus: Background in teaching/education as well as experience working with authoring tools, CRM platforms, or in-product support design.

Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. For New York and California candidates, as well as candidates based in Seattle, WA, the annual salary range for this role is $140,000 -$200,000. For Washington candidates outside of Seattle, as well as Colorado candidates, the salary range for this role is $125,000 -$180,000.

We use Covey as part of our hiring and / or promotional process for jobs in NYC and certain features may qualify it as an AEDT. As part of the evaluation process we provide Covey with job requirements and candidate submitted applications. We began using Covey Scout for Inbound on March 21, 2024.

Please see the independent bias audit report covering our use of Covey here.