Director of Engineering, AI

Join nesto — proudly named Canadian Rocketship 2025*. A Deloitte Fast 50 company evolving alongside Canada’s top tech innovators and disrupting a 2.1 Trillion-dollar mortgage industry at light speed by building the mortgage ecosystem of the future.

BUILD lending technology with the best developers, AI engineers, and mortgage experts in the country. Work on a modern tech stack and a development framework designed to unlock your full potential and accelerate your career.

Why join us

• Hypergrowth: Deloitte Fast 50 — 3 years in a row
• Tech community credibility: TechTO Canadian Rocketship 2025*
• Industry leadership: CLA Lending Company of the Year — 4 consecutive years
• Talent magnet: CMP Top Mortgage Employer 2025
• Trusted technology: powering major financial institutions across Canada
• An entrepreneurial culture built on trust, speed, uncomfortable ambition, being stronger together, and a relentless obsession with our clients.

Who are you

Builders. Problem-solvers. Curious minds. People who move fast, embrace innovation, and believe we’re stronger together.

If you trust your skills and want to build real technology that reshapes an entire industry, join us now.

About nesto and Nesto Cloud

Nesto is Canada’s leading provider of mortgage technology and financing solutions, managing $73B+ CAD in residential and commercial mortgages, with 1,000+ team members across 12 offices nationwide. You will be working on Nesto Cloud, Canada’s most advanced cloud platform, delivering end-to-end technology solutions for lenders in the digital age.

About the team

We're a fast-paced, interdisciplinary team working on multiple tech projects simultaneously. Our team is diverse and works on different products and nesto experiences that are all interconnected.

This role requires a blend of strategic technical vision and hands-on, empathetic people leadership in a high-growth environment. You will own and accelerate our dedicated AI stream, driving the evolution of our AI orchestration product, while building and nurturing a high-performing engineering team.
You will be expected to move quickly, cut through ambiguity, and help nesto stay ahead in an industry that is changing every quarter.

What you’ll be doing

• Define, communicate, and rapidly execute the technical direction for nesto’s dedicated AI stream, making bold, data-informed decisions;
• Relentlessly drive the strategy and rapid development of our AI orchestration product, and the broader AI platform, from MVP to large-scale adoption;
• Manage, mentor, and grow a lean, high-impact group of engineering leads and individual contributors within the AI pods, setting a high bar for speed and quality;
• Collaborate closely with product and business leaders to rapidly align technical solutions with company goals and ship impactful outcomes;
• Foster a culture of technical excellence, aggressive experimentation, and rapid iteration within the engineering organization.

Who we’re looking for

This role is ideal for a builder who thrives in ambiguity, operates with urgency, and is energized by the pace and ownership of a startup/scale-up environment

• 5+ years of proven experience in engineering leadership, including leading people and other managers in high-growth startup or scale-up environments;
• Proven track record of rapidly building, launching, and scaling large-scale SaaS products in competitive markets;
• Deep expertise in applied AI and machine learning implementations at scale, with a history of shipping AI-powered features to production;
• Strong technical leadership with the ability to simplify complex architectural challenges and make high-stakes decisions quickly with incomplete information;
• Experience rapidly scaling teams and establishing pragmatic engineering best practices in a fast-paced, continuously changing environment.

The Reward

The A-Team: Work alongside high-performing talent in the industry.

Accelerated Growth: The slope of your learning curve here will be vertical. You will touch more production systems in one year than you would in five years at a bank.

Top-Tier Coverage: Premium benefits plan fully paid by nesto, including comprehensive insurance and unlimited access to telemedicine and mental health services for you and your family.

Rest & Recharge: 4 weeks of vacation to ensure you stay at peak performance.

Best-in-Class Tools: Access to the resources and tech you need to execute without friction.

Working framework: the environment that makes you productive and enables teamwork.

Diversity & Inclusion

At nesto, we believe that creativity and collaboration are the result of a diverse team. We are committed to fostering a culture of diversity, equity, inclusion, and belonging, and we strongly encourage women, people of colour, LGBTQIA+ individuals, and individuals with disabilities to apply. We are committed to creating a workplace that is inclusive and welcoming to all.