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. Fast, 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 Rapid 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/

Work Location Hybrid, based in our Toronto or Montreal office. In-office expectations vary with business needs. If you are based in Montreal, expect to travel to Toronto a couple of times per month.

Why We Are Hiring Maestro, our AI-powered underwriting platform, already runs inside nesto, with AI agents making real-time, policy-based decisions. We are now bringing it to financial institution clients through Nesto Cloud. You will be the first leader of client AI delivery. Your mission is to run the program that puts a fleet of AI agents live in Canadian banks’ production environments. As our Director of AI Delivery, you'll own it end to end: the delivery plan, the pod, the day-to-day client relationship, and the evidence that moves each agent through requirements, testing, model-risk approval, live-file shadow, joint change management, and progressive production activation. You will also write the repeatable deployment playbook we reuse for every client that follows.

What You'll Be Doing

Lead Maestro delivery.

Set a clear delivery approach amid uncertainty and build trust with client executives.

Own the plan and stage exits.

Own the plan across underwriting agents. Call each stage exit against its written proof point across our 9 stages: scoping, process mapping, golden sets, configuration, evaluation, model governance, shadow, change management, and progressive production decisioning.

Lead the pod.

Lead a senior delivery pod (delivery managers, underwriting expert, data scientists, program PM) day to day. Guide the AI Delivery Managers as they gather requirements for each agent. Work with the assigned PM and the relevant delivery and technical colleagues to keep implementations moving. Run standups and working sessions, and build and defend the steering narrative. The client Sponsor makes the final call on the story.

Chair eval review.

Run the weekly review of agent performance evidence and turn it into build and tuning priorities for Engineering. Data Scientists produce the evidence. You review it and do not produce it yourself.

Lead the model-risk relationship.

Lead the relationship with the client’s model-risk team. Land validation packages for each condition family and secure the risk and governance sign-offs that authorize shadow and production.

Run the shadow program.

Adjudicate divergences, re-validate for drift, and report value foregone to client executives each month.

Own change management and readiness.

Co-own the joint readiness sign-off with the client and make sure the pilot group is trained and running the new workflow.

Build the deployment playbook.

Write the repeatable process that takes AI agents from client requirements through testing and client approval into production. Document each agent’s deployment as you go. The playbook is a core deliverable, not a retrospective.

Protect scope.

Hold client “small asks” to the config log and SOW change process. Nothing gets absorbed silently.

📌 Director of AI Delivery (Toronto)
🏢 Nesto Cloud
📍 Toronto