Outschool’s mission is to inspire kids to love learning. In our fast-changing world, the traditional educational system struggles to meet the diverse and evolving needs of young learners. Outschool reimagines this system, offering flexible and engaging learning experiences as a supplement and alternative to traditional education. By connecting learners with a global community of teachers and peers through our online platform, we make learning personal, dynamic, and deeply human.
We've made significant strides since launching our marketplace of live online classes in 2017. Finding initial success with secular homeschoolers, we then expanded to enrichment learning to meet the needs of a wider audience, growing our business 16x since 2019. Post-pandemic, we have evolved our platform to power academic learning, incorporated AI, and have begun to grow our international community. We're proud to have served over 1M passionate learners with more than $100M in annual bookings.About The Role:
We’re on a mission to improve the quality of learning experiences across our marketplace. We’re seeking a Learning Experience Lead to define what “great” looks like in an Outschool class—and to build the systems, tools, and standards that scale that greatness across our platform.
This role sits at the intersection of instructional design, learning science, and business analysis, and is ideal for someone who thinks like a learning architect and executes like a systems strategist. You’ll lead the effort to define and enforce quality standards, reduce variance in class effectiveness, and drive improvements in learner retention, conversion, and educator performance.
You’ll work closely with cross-functional partners across Product and Data to implement high-leverage interventions that improve retention and teacher practices at scale.
Core Responsibilities:
- Define Clear Quality Standards: Codify “what great looks like” in an Outschool class based on learner behavior, retention, and engagement patterns. Build frameworks and rubrics to guide the design of effective, engaging, and learner-centric experiences.
- Create Scalable Evaluation & Feedback Systems: Develop systems to assess educator quality and instructional design at scale—establish educator segmentation, feedback loops, and interventions. Identify the attributes of top-performing classes and translate them into actionable recommendations and templates.
- Partner on Product & Tooling for Educators: Collaborate with Product to improve the class creation flow, embedding pedagogical nudges and quality signals directly into the educator experience. Recommend UX improvements and insights delivery mechanisms that help educators continuously improve their craft.
- Drive Ongoing Insights: Surface trends around class effectiveness, learner engagement, and educator impact. Use these insights to evolve quality standards and inform new content formats, categories, or instructional approaches.
Desired Experience & Skills:
- 5+ years of experience in learning experience design, instructional strategy, or education product/operations.
- Deep expertise in online learning design, including best practices for engagement, retention, and learner success.
- Demonstrated ability to build scalable systems that guide instructional quality across large educator or creator networks.
- Data-fluent: You use behavioral and retention data to drive design decisions and measure outcomes.
- Strong cross-functional collaboration skills; you’ve worked closely with Product, Engineering, and Data teams to shape tools and systems.
- Experience in a marketplace, creator platform, or EdTech environment is a strong plus.
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.
- Shared Financial Success: Competitive salaries, stock options, and investment plans that make saving for retirement easier.
- Health & Wellness: 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 & Family Benefits: PTO and family leave enable our team to take the time that we need to recharge, relax, and spend time with family and friends.
- Fully Distributed: We create a remote culture through expensable meals, virtual events, expensable home office setup, and internet allowance.
- Lifelong Learners: 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!
- Community Impact: Outschool matches employee donations to established charities and has committed to support Outschool.org’s non-profit programs.
Top Skills
What We Do
Outschool is an online learning platform that empowers kids 3-18 to learn on their own terms with the widest variety of teachers, topics, and classes to suit any interest. We offer interactive, small-group classes via video that are fun and social, can be taken any time, and clubs that connect learners around their favorite topics. With Outschool, learners are free to pursue their interests, connect with others around shared passions, and build confidence through progress. Since 2015, we’ve partnered with vetted, diverse, expert teachers to give kids everywhere greater access to high-quality education.
With Outschool, kids can go beyond the classroom to discover topics they love.
Why Work With Us
We exist to set learning free, to break through the barriers to education, increase access and give back control. For every kid pursuing any interest. For every parent seeking greater choice. For every teacher not satisfied with the status quo. We’re here to unleash the love of learning by reimagining what education can be.
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