
Startup Lead, LearnWith.AI (Remote) - $200,000/year USD
Job Description
Posted on: September 28, 2025
Are you passionate about reshaping the educational landscape with cutting-edge AI technology? Do you want to make a tangible impact on students' lives by helping them learn more effectively and joyfully? At LearnWith.AI, we're crafting the future of personalized education, and we seek innovative thinkers who thrive on rapid learning and adaptation. This role transcends mere product management; it's about achieving specific, measurable outcomes weekly. You'll be assigned a clear objective with a direct influence on student success. Your mission is to achieve that goal and substantiate it with data. Dive into the educational challenges, develop structured 'Brain Lifts' to enhance both human and AI intelligence, and engage in swift, weekly product iterations to ensure undeniable results. You'll be launching impactful features rapidly and refining them just as swiftly. At LearnWith.AI, we're not merely adding layers to an outdated system; we're inventing a new one. The traditional U.S. education model, with its one-size-fits-all approach, is obsolete. Our platform merges over five decades of learning science with expert input and AI-driven coaching to provide customized instruction on a large scale. Whether it's aiding a student in recovering from learning setbacks or excelling in AP exams, we're demonstrating that education can be both personalized and highly effective. This position isn't for those who prefer to hide behind vague strategies or get bogged down in minute details. If you need a predefined plan or favor feature definition over success definition, this isn't the place for you. But if you're eager to tackle real-world challenges, proficient in data, and enthusiastic about using AI to enhance your thinking, you'll thrive here. Collaborate with a close-knit team of engineers, educators, and AI enthusiasts, working directly with founders to impact where it truly counts: student success. You'll move rapidly, learn passionately, and leave with concrete evidence that your efforts significantly transformed how students learn. If this is the product challenge you've been searching for, apply now. Let's revolutionize education together. What You Will Be Doing
- BrainLifts: Develop and maintain a comprehensive set of deep insights from your domain and customer expertise to align your team, LLMs, and guide decision-making.
- OODA Loops: Propel measurable outcomes through frequent, data-driven product iteration cycles focused on the Most Important Problem, delivering impactful changes in less than a week, and tracking success with clear, objective metrics.
What You Won’t Be Doing
- Managing roadmaps or dictating what to build or how to develop it.
- Engaging in solution-first product management; instead, begin by becoming a domain expert and deeply understanding your users.
- Spending an entire month on developing a new feature; our goal is to launch new features weekly.
- Constructing technical solutions or defining software architecture.
Basic RequirementsStartup Lead key responsibilities
- Minimum of 4 years in a product leadership role where you actively shaped the product vision and owned the core problem-solution hypothesis.
- Proven experience in launching at least one successful product (not just a feature or module) that reached real users (beyond internal tools) from inception (not joining mid-development) to launch (achieving at least $1 million in revenue).
- Professional experience incorporating AI into your daily tasks (e.g., research, analysis, synthesis, strategy).
About LearnWith.AI LearnWith.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 us This 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-5599-AU-COUNTRY-StartupLead.001
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