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Posted on 2026/02/15

Artificial Intelligence Engineer, LearnWith.AI (Remote) - $200,000/year USD

Crossover

Toronto, ON

Full-time

The EdTech industry confronts a significant obstacle: creating educational materials that are simultaneously engaging and customized to meet individual learner requirements.

The market is saturated with generic, inefficient learning solutions, making differentiation more critical than ever.

Evidence shows that educational content failing to resonate with students or adjust to their distinct learni...ng preferences leads to sharp declines in engagement, resulting in a void in meaningful learning outcomes.

This compounds the burden on educators, who must deliver personalized, high-quality instruction within limited time frames and resource availability.

LearnWith.

AI addresses this challenge directly by leveraging AI technology to transform content development.

Our focus extends beyond simply creating AI tools—we are building AI-powered systems that produce dynamic, learner-specific educational resources.

Envision an AI-enabled "Second Brain" for disciplines such as Science or History—a sophisticated knowledge system designed to generate compelling, adaptive materials at scale.

This forward-thinking strategy distinguishes us in a saturated marketplace while expanding the scope of AI applications in education, rendering learning more accessible, impactful, and engaging.

This is not a conventional AI engineering position.

You will not be confined to routine coding tasks or theoretical AI model development.

Instead, you will spearhead efforts to reimagine student learning by architecting and deploying AI-powered workflows that deliver genuinely personalized educational experiences.

This opportunity is not suited for individuals who favor routine assignments or gradual progress—it is designed for driven innovators ready to apply advanced technology to achieve tangible, real-world results.

In this capacity, you will serve as a vital team member responsible for engineering AI-driven educational solutions with the capacity to reshape the learning environment.

You will utilize LLMs as subject-matter authorities to construct contextual knowledge repositories and intelligent tutoring systems, guaranteeing that our AI produces content that is both substantive and transformative.

If the prospect of applying AI to revolutionize education excites you, and you are prepared to assume ownership of initiatives that challenge conventional limits, we invite you to connect with us.

What You Will Be Doing

• Architecting AI-Powered Workflows: Combining diverse AI technologies, crafting prompts, and iterating on workflows informed by input from domain experts and end users.

• Constructing Context Packs and Second Brains: Employing LLMs as knowledge authorities to create and sustain documentation that captures domain expertise and proprietary organizational knowledge.

• Engineering and deploying data structures that deliver contextual support for core business logic, ensuring data models remain efficient and scalable.

Artificial Intelligence Engineer Key Responsibilities

• Support LearnWith.

AI's market differentiation by producing engaging, personalized educational materials through advanced AI technologies

Basic Requirements

• A minimum of 4 years of professional software engineering experience

• Proven experience integrating LLMs into production software products (basic chatbot development or use of simple coding assistants does not meet this requirement)

• Verifiable interest in the EdTech sector

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-5532-CA-Toronto-ArtificialInte.010 Show full description

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