Senior Engineering Manager @ Outschool

Engineering Management (1)

The Company:

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.

Driving disruptive, positive change in education is rewarding and hard. Outschool team members are encouraged to challenge themselves, take risks, and grow in their careers. We look for talented people whose sense of urgency, innate curiosity, and determination to drive impact will help Outschool achieve outsized results in pursuit of our mission. We invite you to be part of an ambitious team dedicated to ensuring every learner can navigate the future with curiosity, resilience, and a love of learning.

About The Role:

Join Outschool and help redefine the future of education by leading the engineering team focused on our core initiative. As Engineering Manager, you'll play a critical role in advancing Outschool Memberships and building innovative solutions that make alternative education (Alt-Ed) more accessible and engaging for families and learners everywhere.

This is a unique opportunity to bring both your technical depth and leadership acumen to a high-impact team shaping how families discover, consume, and stay engaged with learning on Outschool. You’ll work at the forefront of experimentation and iteration to build engaging experiences that turn students into lifelong learners.

Outschool saw exponential growth during the pandemic, scaling 15x to meet the needs of a global community of learners. We’re now in a pivotal chapter—investing in deeper, more seamless educational pathways to serve evolving family needs.

As the Engineering Manager your contributions will directly impact our mission to inspire kids to love learning by making high-quality, interest-based education more discoverable, consumable, and engaging.

You might be a great fit for this role if:

You have experience as an engineering manager in a fast-paced startup or growth-stage company, and enjoy supporting teams through change and scale
You bring strong technical judgment and a track record of leading engineering teams that ship impactful products quickly and iteratively
You’re passionate about education, access, and user experience, and motivated by a mission-driven environment
You demonstrate strong interest in hands-on experience with applying artificial intelligence for features like personalized learning experiences, smarter content discovery and educational recommendations
You enjoy balancing technical decision-making with coaching, and you’re committed to building inclusive, high-performing teams
You excel at owning and driving engineering roadmaps; collaborating with cross-functional partners to prioritize initiatives, align with business objectives, and ensure timely, high-quality execution

This role is the equivalent to a senior engineering manager position. At Outschool we have decided to take an unconventional approach to titling that aligns with our values and is focused on impact above status.

Core Responsibilities:

Lead, mentor and grow a team of engineers responsible for building and innovating on Outschool's classroom and learning environment
Oversee the design, development, and evolution of discovery, personalization, and classroom features, ensuring they are performant, user-centric, and aligned with our mission
Collaborate closely with product, design, marketing, and data analytics to drive forward core initiatives that lower barriers to learning and encourage continuous educational engagement
Partner with senior leadership to align on strategy, metrics and priorities
Champion technical excellence and a culture of high ownership, providing mentorship, feedback, and support for the professional growth of engineers on your team

Desired Experience & Skills:

7-10+ years of software engineering experience
5+ years of engineering management experience leading teams of 5-10 software engineers
Experience managing and growing senior or staff ICs and leads
Experience in performance management, including conducting reviews and providing feedback
Demonstrated ability to oversee multiple parallel projects from planning to execution and on time delivery
Data-driven mindset: experimentation, A/B testing, analytics, and metrics-informed decisions
Ability to align team goals with business objectives and contribute to strategic planning
Experience in recruiting, hiring, and onboarding software engineers
Excellent communication and stakeholder management skills, both written and verbal

Other Considerations:

Practical experience applying AI to improve learning experiences, content discovery, or personalization

Outschool is recruiting for this role in the SF Bay Area, and sets employee salaries to reflect local compensation and cost of living. Only candidates located in the SF Bay Area will be considered for this role. The salary range for this position would be $225,000 -$280,000 USD.

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.

Benefits & Culture:

At Outschool, we believe that taking care of one another enables us to do our best work. To us that means:

Shared Financial Success: Competitive salaries, stock options, retirement plans.
Health & Wellness: Comprehensive medical, dental, vision, disability, and life insurance — plus fertility/family planning coverage and access to ModernHealth coaching & therapy.
PTO & Family Benefits: Generous PTO and family leave policies.
Hybrid & Remote-Friendly: Outschool has a distributed team across the U.S. and Canada and a new office in San Francisco. Bay Area–based employees work in the office part of the week and receive commute-related benefits. Team members outside the Bay Area remain fully remote, with support for expensable home office setup, internet, and weekly meals to stay connected no matter where you are.
Lifelong Learners: Annual budgets for professional development and DEI learning; budgets for children to take Outschool classes.
Community Impact: Outschool matches employee donations to eligible charities and supports Outschool.org’s nonprofit programs.

Outschool is an equal opportunity employer. We view diversity as a moral imperative and competitive advantage. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We plan and structure our interviews to directly assess skills and experience.

If you require a reasonable accommodation to participate in the job application or interview process, please contact [email protected].

Benefits packages are included for full-time employees only. Please note benefits and perks may vary for employees based outside of the US and Canada.

Full-time employees must be a citizen or legal residents of the U.S. or Canada and reside in U.S. or Canada, unless specifically indicated otherwise.

Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. Unless specifically indicated otherwise, we hire employees only in the U.S. and Canada. Applicants else where should be aware that we may discard your application upon submission or we may ask if you would like us to retain it later should there be consideration (this is not typical at all). If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process. If not hired, your application will be retained for one year in case there is another suitable role. You may opt out of this at any time. Please see our Employee/Applicant Privacy Notice for more detailed information. If applicable, as you progress through the process, we will be clear about what information is being asked for and what happens with that information.

Senior Engineering Manager

Outschool

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