Senior Learning Designer, Math

Outsmart is a mission-driven, early-stage startup reimagining higher education for the age of AI by creating an entirely new collegiate experience that expands access and opportunity. Backed by $38M from top venture firms including Khosla Ventures, Forerunner, DST Global Partners, and Lightspeed, the company is led by former Duolingo executives and a founding team that also includes Emmy Award winners. With a strong culture centered around high-impact, detail-oriented team members, Outsmart is already seeing significant traction, generating 1–5 million weekly organic views on social media.What You’ll Be DoingYou'll work with a highly talented and collaborative team to develop Outsmart's math learning experience from curriculum architecture through content creation, assessment design, and learner feedback loops. You'll work closely with product managers, engineers, and fellow learning designers to build rigorous, engaging, and scalable math courses that bring joy back to learning. As an AI-native company, you'll also shape how AI tools and data insights are woven into curriculum development, content generation, and continuous improvement.Who You AreAdvanced degree in Mathematics, Applied Mathematics, or Math Education. 3+ years designing college-level mathematics curriculum (online or hybrid experience a plus)Deep pedagogical content knowledge across the math sequence — algebra through calculus, statistics, and beyondProven experience building technology-enabled learning experiences in collaboration with product and engineering teamsFluency with education technology and AI-assisted content workflowsFamiliarity with learning standards and frameworks (e.g., CCSS, NCTM practices, mastery-based progression)Strong communicator who can translate pedagogical rationale for non-technical audiencesBonus: experience with adaptive learning systems, A/B testing educational content, or app-based course designWhat You’ll Work OnMath curriculum end-to-end — course architecture, learning outcomes, sequencing, and mastery-based progression from intro through advancedAssessment strategy — formative and summative assessments that accurately measure mathematical proficiency and inform course iterationInteractive content and toolingAI-assisted content pipelinesData-informed iteration — interpreting qualitative and quantitative learner data to identify gaps, improve engagement, and drive efficacyCross-functional collaboration — working with Product, Engineering, and Learning Design to ship technology-enabled math experiences on scheduleWhat Helps You SucceedYou thrive in ambiguity and are energized by building from scratchYou balance academic rigor with startup pragmatism — you know when to ship and iterateYou think like a product builder, not just a subject-matter expert — you care about the learner experience at every clickYou take ownership without being asked and surface risks earlyYou're excited about AI's role in education and know where human judgment is non-negotiableYou care deeply about access and the students behind every learning outcomeSalary Range: $100K–$170KPerksCompetitive salary and equityHealthcare for you and your dependents (medical, dental, and vision)Parental leave for any full-time employee who has been with us for at least 6 months (birthing, non-birthing, and adoptive parents)15 PTO days per year, a winter break, and 12+ paid company holidays per yearRemote work daysLunch provided in-office dailyWorking with super talented people who want to make a difference in the worldOutsmart is committed to building an equitable and inclusive workplace and is proud to be an equal opportunity employer. We consider all qualified applicants for employment regardless of race, color, religion, gender, gender identity or expression, sexual orientation, national origin, disability, age, veteran status, or any other characteristic protected by applicable law.