Educator Experience Lead

Summary

Join Outschool as an Educator Experience Lead and champion our global community of independent educators. Lead all educator-facing communications, track educator sentiment, and collaborate with Product, Design, and Marketing teams. Create and manage onboarding experiences and programs that build community and support educator growth. Develop scalable processes and strategies that help educators thrive and shape product, content, and platform evolution. Your work will strengthen trust, surface educator insights, and empower educators to meet the evolving needs of Outschool learners. This role requires strong communication skills and experience in customer success, community management, or education programming.

Requirements

• 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

Responsibilities

• 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
• 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
• 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
• 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

Preferred Qualifications

Background in teaching/education as well as experience working with authoring tools, CRM platforms, or in-product support design

Benefits

• Competitive salaries, stock options, and investment plans that make saving for retirement easier
• Comprehensive health, dental, vision, disability, and life insurance coverage options for employees and their families
• Our medical benefits include fertility and family planning coverage
• We also provide employees with online access to coaching and therapy sessions
• PTO and family leave enable our team to take the time that we need to recharge, relax, and spend time with family and friends
• We create a remote culture through expensable meals, virtual events, expensable home office setup, and internet allowance
• Annual budgets to self-direct our professional development as well as DEI learning
• There’s also a budget for employees’ learners to take classes on Outschool!
• Outschool matches employee donations to established charities and has committed to support Outschool.org’s non-profit programs