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Math Instructional Designer, LearnWith.AI (Remote) - $200,000/year USD

CrossoverNew York, NYMay 17th, 2026
Many educational software platforms still mistake engagement for actual learning. The outcome is material that appears compelling in the moment yet fails to consistently foster comprehension. Evidence from explicit instruction research and multimedia learning studies offers a more defined path: learners perform better when instruction is organized, transparent, properly sequenced, and engineered to minimize extraneous cognitive load.LearnWith.AI is adopting a more rigorous stance. Rather than framing instructional video as a content challenge, the team frames it as a learning-outcomes challenge. This position is designed to ensure every mathematics video satisfies a rigorous standard for direct instruction, robust pedagogy, and learning science so that scalability does not undermine student comprehension.This position is intended for someone capable of reviewing a lesson and rapidly identifying whether the progression accomplishes genuine instructional work. You must be equipped to identify deficiencies in clarity, pacing, modeling, formative assessment, and conceptual development, then convert that analysis into specific written guidance. This is not a generalized content evaluation position, a creative production position, or an expansive curriculum position disconnected from evidence-based teaching.You will operate in close proximity to the product's foundation by defining the benchmark for effective instruction throughout the library. If you possess strong conviction about whether students genuinely master mathematics, and you seek that judgment to shape work at scale, this position offers you exceptionally direct impact.What You Will Be DoingAssess mathematics videos using direct instruction and learning science frameworks, delivering clear approval or rejection determinations, targeted feedback, and integrated insights that systematically strengthen instructional benchmarksWhat You Won’t Be DoingGeneral content review - assessing non-instructional or non-video materials without employing learning science or direct instruction frameworksSubjective feedback - offering imprecise judgments on content quality absent structured assessment standardsMath Instructional Designer Key ResponsibilitiesServe as the quality arbiter for rigorous, learning-science-aligned direct instruction mathematics videos that reliably produce effective student learning outcomesBasic RequirementsExperience teaching K–8 math or designing K–8 math instructional materials (e.g., lessons, units, practice sets, digital activities)Experience evaluating video-based instructional content and providing written feedbackFamiliarity with Cognitive Load Theory and Mayer's Multimedia PrinciplesCurrently based in the United StatesAbout LearnWith.AILearnWith.AI is an edtech startup that leverages AI and subject matter experts to cultivate a new way of learning. Our unique approach leverages 50+ years of learning science, cutting-edge data analytics and AI-powered coaching. In doing so, we can help students learn more, learn faster, and learn better - and have fun while doing it. We are a remote-first company that hires globally via Crossover.There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!Working with usThis is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.Crossover Job Code: LJ-5803-US-NewYork-MathInstructio