Senior AI Software Engineer - EZRA

Description Position at Ezra Job Role: Senior AI Software Engineer Location: Ontario - Remote Who we are: We believe everyone can be better with a coach... and we won’t stop until we get there. Coaching changes people’s lives. It helps them be happier and more productive in their work. It turns entire companies into more inclusive, more productive places to be. That’s why we’ve made it easy for more people – not just those at the top – to benefit from the world’s best coaches. This is true of our EZRA team. We believe a happy team is a productive one. We help our people grow, to care deeply about and be proud of what we do. The Role We're looking for a Senior AI Software Engineer to join EZRA's Reimagine stream and help shape the future of coaching through AI. Reporting to the VP of Engineering, you'll build and ship AI-powered product experiences across the full stack, using modern AI-native development practices and tools such as Claude Code and the Anthropic Claude API. This is a hands-on engineering role where you'll write production code every day, partner closely with Product and Design, and play a key role in defining how AI is embedded safely, reliably, and thoughtfully across our platform. What You'll Do Build AI-powered product features across the full stack using TypeScript, Node.js, PostgreSQL and React, deployed on Azure. Use Claude Code as a core development tool to accelerate delivery while maintaining high standards for code quality, testing, and security. Design and implement production integrations with the Anthropic Claude API, including prompt engineering, tool calling, structured outputs, streaming responses, and error handling. Design performant PostgreSQL schemas and queries that support AI workflows, conversation history, and multi-tenant product experiences. Create automated tests and evaluation frameworks for AI-powered features, ensuring quality, safety, and predictable behaviour in production. Contribute to shared libraries, internal best practices, and AI engineering patterns that help the team move faster and build smarter. About you 5+ years of software engineering experience, including 2+ years building or integrating AI/LLM-powered features in production. Strong experience with TypeScript/Node.js and Python, with the ability to work confidently across the full stack. Hands-on experience integrating the Anthropic Claude API or another leading LLM platform in a production environment. Deep understanding of PostgreSQL, including schema design, query optimisation, migrations, and multi-tenant architectures. Experience building and deploying applications on Azure and familiarity with Azure-managed services. Practical understanding of AI safety challenges such as hallucinations, prompt injection, and protecting sensitive data in model contexts. Experience writing evaluations and automated tests for AI features and using data to improve model performance. Comfortable working independently in a fast-moving environment with evolving technologies and product requirements Nice to have: Daily experience using Claude Code or similar AI coding assistants. Experience with pgvector, embeddings, RAG, or semantic search architectures. Familiarity with Azure observability tooling such as Application Insights or Log Analytics. Experience building conversational AI or multi-step AI workflows in customer-facing enterprise products. Background in HR technology, coaching platforms, or human development products. Life at EZRA Your Own World-class coach to help you grow personally and professionally. Coaching for Friends and family because coaching is a gift worth passing on. Charity Days to support the causes close to your heart - because doing good feels good. Learning Budget to fuel your curiosity. If it helps you grow, we’re in. Weekly Wellbeing Hour just for you. No meetings. No emails. Just space to breathe, reflect, or reset. Regional benefits flex to fit your location and lifestyle. A welcoming place to do your best work. Comfortable, collaborative and inclusive. The salary range for this role is $160,000 - 200,000 (CAD) #LI-Hybrid We’re an equal opportunity employer dedicated to building a diverse team that reflects the communities in which we work, where everyone has a voice and feels able to be themselves. We believe that diversity strengthens to our culture and business. Valuing uniqueness and respecting our differences means we grow faster, become better, and achieve more. In the spirit of transparency, credentials are verified through background checks conducted upon conditional employment, in accordance with applicable laws.