We're hiring Technical Team Leads to own quality and delivery for our application-layer products. You'll guide a compact team of 3-5 engineers who build educational applications serving thousands of students.

Sample Products In Your Scope

Athena: AI-powered video and assessment generation delivering quantifiable learning gains TeachTap: AI-driven platform resurrecting historical figures in a TikTok-style educational format TeachTales: Adaptive storytelling experiences designed to improve reading comprehension TrashCat: Game-based learning platform that makes education engaging and enjoyable

This role splits evenly between execution and leadership: 50% hands-on development of sophisticated features, 50% mentoring and empowering your team. You define quality expectations, create architectural precedents, conduct code reviews with instructional intent, and support engineer development. You're responsible for collective team results, not solely individual output.

Lean team structure, substantial autonomy, minimal overhead. Technical leadership is yours; people management sits elsewhere.

What You Will Be Doing

Developing sophisticated features that establish technical direction for your team Conducting PR reviews with comprehensive, instructional commentary Mentoring engineers via pair programming and constructive feedback Orchestrating technical initiatives and decomposing requirements Defining quality benchmarks and ensuring team adherence

What You Won’t Be Doing

Handling personnel matters (recruitment, termination, performance evaluations, career development discussions) Building platform-level infrastructure Attending meeting-heavy schedules Designing architecture without hands-on implementation

Basic Requirements

Technical Team Lead key responsibilities

At least 5 years of full-stack development experience At least 2 years in a lead role (reviewing others' work, mentoring engineers, establishing team practices) Track record of shipping SaaS products Experience with AI tools in development workflow Demonstrated ability to help other engineers improve and grow

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-CA-Toronto-TechnicalTeamL.003