Technical Lead, LearnWith.AI

Technical Lead, LearnWith.AI (Remote) - $200,000/year USD Positions: $100 USD‑hour ($200,000 per year assuming 40 hours per week, 50 weeks per year), full‑time, remote, contractor of record with Crossover. Base pay range $100.00/hr – $100.00/hr We’re building platforms that serve thousands of students and teams at scale: TimeBack: Educational platform driving Alpha School’s 2‑hour learning model (99th percentile test results). Incept: Content generation platform producing all personalized educational content for multiple learning applications deployed at Alpha School. Crossover: AI‑powered hiring platform handling tens of thousands of applicants per month, staffing schools and companies worldwide. You’ll take ownership of one of these platforms and dedicate most of your time to building the most complex components of the codebase with a small team (3–5 engineers, no juniors). Your architectural choices will determine whether other teams can build new apps quickly, integrate smoothly, and deliver value to students. Correct decisions unlock massive leverage. Poor decisions lead to integration failures and stall velocity across multiple teams. You build and run what you design. You set quality standards and patterns for your platform. We operate spec‑driven: you design before implementing, always plan before building. High autonomy, no committees, no review boards. Small, cohesive team where you’re accountable for what you deliver. What You Will Be Doing Technical Leadership: Drive strategic architectural decisions and define technical patterns for the team to implement. AI Leadership: Champion adoption of new AI workflows and develop high‑impact playbooks. Implementation: Build the complex, mission‑critical parts of the codebase with your team. Quality Reviews: Verify your team adheres to established patterns and upholds quality standards. What You Won’t Be Doing Acting as an architect without writing code. Spending time in endless meetings. Managing people (this is a technical leadership role, not a people‑management position). Maintaining legacy systems or internal IT infrastructure. Basic Requirements Technical Lead key responsibilities At least 5 years of professional software development experience building software products. At least 3 years as either a lead engineer (reviewing others' work) or architect (making key technical decisions). Experience working on platform‑level products where other teams consumed your APIs. Deep engagement with AI tools, actively experimenting and pushing boundaries. 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 for more details on this topic. #J-18808-Ljbffr