Senior Product Manager

Department: Product Management

Location: Remote (U.S. & Canada)

Employment Type: FullTime

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.

Weve 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. Were proud to have served over 1.5M 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.

The Role

We’re looking for a Senior Product Manager to define and drive the strategy for a core part of our marketplace. You’ll own a product area end to end, from identifying the right problems through launch and long-term iteration, and you’ll work closely with Engineering, Design, Data, and business leaders.

At our size, this is a high-autonomy, high-impact role. You’ll operate with ambiguity, make consequential decisions with incomplete information, and align teams around a clear direction. Your work will directly influence how families discover learning and how educators build successful businesses on Outschool.

Core Responsibilities:

• Set the vision and strategy for your product area. Define the customer problems worth solving, the outcomes to pursue, and a multi-quarter strategy and roadmap, including what we will not do. Connect your strategy to company priorities and influence those priorities with evidence.

• Develop deep customer insight. Talk directly with families and educators, partner with customer-facing teams, and combine qualitative research with quantitative analysis to uncover opportunities others haven’t seen.

• Balance a two-sided marketplace. Make thoughtful trade-offs between the needs of families and educators, grounded in customer value and business impact.

• Make high-stakes decisions and own the outcomes. Weigh evidence, technical constraints, and business goals to make clear recommendations and decisions. Communicate the reasoning, work through disagreement constructively, and adjust course when the evidence changes.

• Lead across the organization without formal authority. Build alignment among Engineering, Design, Data, Marketing, Operations, and senior leadership. Resolve conflicting priorities, establish clear ownership, and keep initiatives moving.

• Drive execution and launch. Partner with your team to define success measures and make practical scope decisions that balance speed and quality. Anticipate risks and dependencies, and ensure customers can discover, understand, and adopt what we build.

• Own results after launch. Measure customer and business impact, test assumptions, share what you learn, and use the evidence to scale, iterate, or stop work.

• Raise the bar for product craft. Model strong product thinking, write clear strategy and decision documents, and mentor other PMs and cross-functional partners.

• Apply AI thoughtfully. Use AI to accelerate research, prototyping, and analysis, and identify where AI can create meaningful customer value.

Desired Experience & Skills:

• 6+ years of product management experience, including 3+ years owning a significant software product or product area from discovery through launch and iteration, with a track record of measurable customer and business impact.

• Demonstrated ability to define product strategy and vision in ambiguous environments, and to translate it into a prioritized, outcome-driven roadmap.

• Strong cross-functional leadership. You’ve earned trust across technical and business teams, influenced senior stakeholders, and moved complex initiatives forward without formal authority.

• Excellent communication. You write concise, compelling briefs and strategy narratives, explain decisions and trade-offs to different audiences, and listen carefully.

• Sound product judgment grounded in customer needs, data, business goals, and technical constraints, with the confidence to make decisions with incomplete information.

• Strong analytical skills, including comfort defining metrics, designing experiments, and drawing insight from data.

• A high degree of ownership. You identify what needs attention, propose a path forward, and follow through.

• The ability to give and receive direct, constructive feedback, and to take responsibility for the impact of your decisions.

• A genuine interest in expanding access to learning and improving the experience of families and educators.

What success looks like:

• First 90 days: You’ve built deep customer and business understanding, earned the trust of your partners, and presented a clear point of view on strategy and priorities for your area.

• 6 months: Your team has a shared understanding of the problems, goals, and reasoning behind key decisions, and you’ve shipped meaningful improvements with a clear adoption plan.

• 12 months: Your product area shows measurable progress against agreed customer and business goals, your decisions and learnings are shaping broader company priorities, and you’re raising the bar for how product work gets done.

Other Considerations:

• Building products for a consumer marketplace, education business, or another environment with multiple customer groups.

• Working in a small or growing company where priorities evolve and PMs stay close to execution.

• Mentoring or coaching other product managers.

• Hands-on use of AI tools in product discovery, prototyping, or delivery, or experience shipping AI-powered features.

Compensation:

Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. In addition to base compensation, this role is eligible for equity and benefits. Additional details are provided during the interview process.

For Canadian-based candidates, compensation range for this role is $148,000 - $166,500 CAD annually.

This role is available in the following US Pay Zones:

US Tiers

US Tier 1: San Francisco Bay Area, New York City, and Seattle Metro

US Tier 2: All California excluding San Francisco Bay Area, Boston Metro, Chicago Metro, Denver Metro, Austin Metro, Portland Metro

US Tier 3: All other cities and states

US Pay Zones

US Tier 1: $177,600 - $200,000

US Tier 2: $150,960 - $170,000

US Tier 3: $133,200 - $149,850

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, and retirement plans.

• Health: Comprehensive medical, dental, vision, disability, and life insurance.

• Wellness: Annual wellness stipend, access to coaching & therapy, and pet wellness plans.

• PTO & Family Benefits: Generous PTO and family leave policies.

• Hybrid & Remote-Friendly: Outschool has a distributed team across the U.S. and Canada and an 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 and internet 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 recruiting@outschool.com.

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.