nesto is Canada’s leading digital residential mortgage lender, offering Canadians the lowest rates from the get-go — with total transparency and no haggling.

About Us As Canada’s pioneer in online mortgage lending, nesto is transforming the way Canadians finance their homes. Our mission is to offer a positive, empowering, and transparent property financing experience, simplified from start to finish.

Borrowers benefit from rates that are often lower than those offered by the big banks, along with an exceptional end-to-end mortgage experience powered by best-in-class AI technology. Quick, simple, and fully digital, nesto has been recognized as

CLA Lender of the Year

for three consecutive years. That's the bright side of mortgages.

Nesto Group is Canada’s leading provider of mortgage technology and financing solutions, with more than CAD $80 billion in residential and commercial mortgages under administration. Trusted by many of the country's leading financial institutions, we combine over 50 years of mortgage expertise with proprietary cloud and AI technology to transform the future of lending.

Powered by our proprietary cloud and AI technology, nesto has become one of Canada's fastest-growing mortgage lenders, gaining market share across direct-to-consumer (D2C) residential lending, the broker channel, and multi-family commercial lending. Recognized as one of

Deloitte's Fast 50

companies for three consecutive years, we continue to push the industry forward through innovation, technology, and customer-focused solutions.

Operating through our family of brands—

CMLS

,

nesto

, and

Nesto Cloud





—our mission is to build Canada's mortgage ecosystem of the future and create a true Canadian champion in lending technology and financial services. Learn more at: https://nestogroup.ca/

At nesto, we're passionate about challenging the status quo and building a better mortgage experience and saving money on their mortgages for Canadians. We foster a culture of collaboration, transparency, and creativity where every team member is empowered to take ownership, make an impact, and grow. If you're looking to solve meaningful problems alongside ambitious, supportive teammates, you'll feel right at home here.

Work Location This is a remote-first role open to candidates anywhere in Canada. You'll have the flexibility to work from home or from any of our offices nationwide.

Why We Are Hiring nesto's AI Stream is building Maestro, our AI underwriting and lending engine. Maestro reads documents, applies credit policies automatically, and generates clear, auditable decisions in minutes. The team is in an active build phase with significant near-term delivery commitments, and we need a senior engineer who can take ownership of major projects and help set technical direction quickly.

What You'll Be Doing

Lead major features and projects end-to-end, surfacing trade-offs clearly so delivery stays on track without compromising quality

Design and optimize agentic AI workflows that combine deterministic rules with LLM perception,



embedding search, and structured output extraction

Build and own evaluation pipelines, including golden sets, offline and online evals, and regression tracking, to measure model quality over time

Shape architecture decisions for the AI agent platform, setting high technical standards through code reviews and collaborative problem-solving

Use AI tooling and agent harnesses to write and ship code faster, so the team can keep pace with its deadlines

Mentor peers and collaborate with cross-functional teammates to hit delivery timelines

What You Bring

5+ years of professional software development experience, with strong backend and API skills

Strong Python skills and hands-on experience with LLMs, ideally running them in production (prompting, RAG, or structured extraction)

A data science, data analysis, or statistics background

Experience with model implementation, monitoring, and evaluation across the full lifecycle

Solid software engineering fundamentals, including testing, design patterns, and agile practices

Comfort with AI-assisted development tooling and agent-based workflows

Experience leading projects or stepping into a technical lead role

Nice-to-Have

Familiarity with LLM orchestration frameworks (LangChain, LlamaIndex), vector databases, and document intelligence pipelines

Experience working in regulated domains, such as OSFI E-23 compliance

This Role Might Be for You If

You want to build something from the ground up and see it through, rather than move into people management

You've shipped LLM features to production and care about how they're evaluated

You

📌 Senior Applied AI Engineer (Winnipeg)
🏢 Nesto Cloud
📍 Winnipeg