Technical Lead, LearnWith.AI

Technical Lead, LearnWith.AI (Remote)

We are seeking Technical Team Leads to ensure quality and timely delivery across our application-level products. In this role, you will guide a compact team of 3-5 engineers as they develop educational applications serving thousands of students.

Potential Products In Your Portfolio

• Athena: AI-powered video and assessment generation delivering quantifiable learning outcomes
• TeachTap: AI-driven platform bringing historical personalities to life through a TikTok-inspired educational interface
• TeachTales: Customized, engaging storytelling designed to enhance reading comprehension
• TrashCat: Game-based learning platform making education entertaining and interactive

This position combines hands-on execution with team leadership: you will spend approximately 50% of your time building sophisticated features and 50% mentoring and empowering your engineers. Your responsibilities include defining quality expectations, establishing technical patterns, conducting code reviews with an educational approach, and fostering engineer development. Team results fall under your accountability, extending beyond individual code contributions.

Lean team structure, substantial ownership, minimal administrative overhead. You provide technical leadership; personnel management is handled separately.

What You Will Be Doing

• Developing sophisticated features that establish technical patterns for your team to follow
• Conducting pull request reviews with comprehensive, instructional feedback
• Mentoring engineers through pair programming and constructive guidance
• Organizing technical workstreams and decomposing project requirements
• Defining quality benchmarks and ensuring team adherence

What You Won’t Be Doing

• Handling personnel management (recruitment, termination, performance evaluations, career development discussions)
• Contributing to platform-level infrastructure projects
• Spending time in prolonged meeting cycles
• Designing architecture in isolation without hands-on implementation

Basic Requirements

Technical Lead Key Responsibilities

• Minimum 5 years of full-stack development experience
• Minimum 2 years in a technical leadership capacity (conducting code reviews, mentoring developers, defining team practices)
• Proven history of delivering SaaS products to production
• Practical experience integrating AI tools into development processes
• Confirmed capability in supporting engineer skill development and professional growth

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-5738-ES-COUNTRY-TechnicalLead.005

Key skills/competency

• Technical Lead
• Full-stack development
• SaaS products
• AI integration
• Code reviews
• Mentoring
• Team leadership
• Agile methodologies
• Software development
• EdTech