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Added 7 mins ago
SI
IT Specialist, Enterprise Applications - Supply Chain Process & Solutions
Saputo Inc.
Mississauga, ON
- Full-time
…specifications, evaluate solution options, and collaborate with senior technical teams to support the successful delivery and sustainment of enterprise…
Added 7 mins ago
W
Sr People & Culture Generalist
Wynford
Toronto, ON
- Full-time
We're looking for an experienced, hands-on Senior People & Culture Generalist who brings strong HR knowledge, sound judgment and the confidence to work independently while supporting…
Added 7 mins ago
HT
Director, Finance (CSM)
Husky Technologies
Bolton, ON
- Full-time
Serve as the senior finance partner to service leadership, operations, commercial teams, and Customer Success leaders, providing insight and challenge on strategic priorities, business…
Added 7 mins ago
HT
Financial Manager - PLM (Product Line Mgmt)
Husky Technologies
Bolton, ON
- Full-time
Translate complex data into clear, actionable recommendations for senior leadership
Added 36 mins ago
RI
Manager, (Organizational) Change Management
RBC Investor Services
Toronto, ON
- Full-time
Partner with senior leadership and stakeholder groups to understand, document and inform change management needs, and develop an effective change management strategy and plan that will…
Added 36 mins ago
SI
IT Specialist, Enterprise Applications - Supply Chain Process & Solutions
Saputo Inc.
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- Full-time
…specifications, evaluate solution options, and collaborate with senior technical teams to support the successful delivery and sustainment of enterprise…
Added 1 hour ago
Maintenance Manager
Easton's Group of Hotels Inc.
Toronto, ON
Must have a high degree of organization and the ability to multitask
Added 1 hour ago
PA
Systems Engineering Manager
PROVINCIAL AEROSPACE LTD
Halifax, NS · Vaughan, ON · Ottawa, ON · St. John's, NL
- Full-time
Five years’ experience at the Senior Level in the last eight years, as a Systems Engineer in the aerospace field.
Added 1 hour ago
PA
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- Full-time
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Added 1 hour ago
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…personal mission has grown into one of Western Canada’s leading senior living and continuing care…
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ILS Manager
PROVINCIAL AEROSPACE LTD
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- Full-time
…activities - encompassing engineering, logistics, maintenance, IT systems, infrastructure, training and material support - throughout the entire product lifecycle. Our dedicated team…
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Quality & Compliance Lead
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St. John's, NL
- Full-time
This opportunity is ideal for a detail-oriented aviation professional with experience in Safety Management Systems (SMS), operational auditing, compliance, and risk management. The…
Added 1 hour ago
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Senior Corporate Legal Counsel, Operations
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Toronto, ON
- Full-time
Job Title: Senior Corporate Legal Counsel, Operations
Added 1 hour ago
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Toronto, ON
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Configuration Management Specialist
PROVINCIAL AEROSPACE LTD
Halifax, NS · Vaughan, ON · Ottawa, ON · St. John's, NL
- Full-time
…program will redefine how Canada trains its pilots, Air Combat Systems Officers (ACSOs), and Airborne Electronic Sensor Operators (AES Ops) through a powerful blend of live flying, advanced…
Added 1 hour ago
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Project Manager - Transition-In
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Winnipeg, MB
- Full-time
…program will redefine how Canada trains its pilots, Air Combat Systems Officers (ACSOs), and Airborne Electronic Sensor Operators (AES Ops) through a powerful blend of live flying, advanced…
Added 1 hour ago
TP
Senior Human Resources Advisor
The Portfolio Group
Toronto, ON
- $75,000 to $85,000 CAD / year
- Full-time
Work environment: 5 days in office, Downtown Toronto off King and Union station
Added 1 hour ago
CH
Financial Analyst
Confidential Hires
Toronto, ON
- $75,000 to $90,000 CAD / year
- Contract
Completion of at least one full busy season at the Senior level, with experience leading audit engagements and teams.
Added 1 hour ago
CC
Vice President Finance
Confidential Company
Toronto, ON · Greater Toronto Area, Canada
- Other
This senior leadership opportunity combines financial oversight with active involvement in business operations. The successful candidate will bring sound financial judgment, strong…
Added 1 hour ago
Software Engineer
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Toronto, ON
…our Martech team, architecting and building the intelligent systems that will power hyper-personalized experiences for our customers. This is a rare opportunity to build at the intersection…

Nesto Cloud

Director of AI Delivery

Toronto, ON, Canada
Montréal, QC, Canada

Hybrid

Full-time

Apply on ats.rippling.com About employer

Applications open in a new tab.

Job details

Job type: Full-time
Workplace: Hybrid
Posting language: English
Posted: Oct 26, 2026

Original job description

The bright side of mortgages

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

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/

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.

What You Bring

You have a client-facing delivery background, as an engagement manager, Delivery Director, or Implementation Director.
You have run senior delivery teams on client sites and led working sessions with EVP-level executives.
You have led client AI implementations hands-on, from requirements through production.
You know ML/AI delivery well enough to chair an eval review, question precision and recall trade-offs, and translate model evidence into language a risk committee can act on.
You define written exit criteria, produce the artifacts that back them, and document decisions.

Nice-to-Have

Experience implementing AI for banks or other regulated organizations, including model-risk validation.
Experience implementing your own company’s product at the client.
Mortgage or retail-credit domain knowledge, or experience with staged production rollouts of decisioning systems.
Comfort building the playbook while running it in a scale-up.

This Role Might Be for You If

You have delivered AI solutions for enterprise clients on high-visibility projects and know how to earn their stakeholders’ trust.
You get energized when there is no playbook to follow and can turn uncertainty into a clear, structured approach.
You do well under high expectations on a project that matters deeply to the client.
You work well with a growing team of delivery, product, and technical colleagues.

Interview Process

Recruiter Screen (30 min): A quick intro call to learn about your background and give you a real picture of the role.
Discovery Call (30 min): A conversation with the hiring manager to dig into your experience and assess mutual fit.
Case Study: A chance to showcase your skills through an open-ended, scenario-based exercise relevant to the role.
Case Study Interview (60 min): A deep dive into your submission, with time to get to know some team members and ask about the role and company.
Final Non-Technical Interview (60 min): You'll meet with the recruiter and two additional stakeholders for a final conversation before a decision is made.
Offer Stage: Pending successful background and role-specific vetting checks, you'll receive a formal offer to join the team.

Why You'll Love Working Here

We believe great people do their best work when they're supported professionally, personally, and financially. That's why we offer a comprehensive rewards package designed to help you thrive at every stage of your career.

Competitive Rewards – Competitive compensation, performance incentives (where applicable), and recognition for your contributions.
Health & Wellness – Comprehensive medical, dental, and vision coverage, Health & Wellness Spending Accounts (where applicable), telemedicine, Employee Assistance Programs, and mental health support for you and your family.
Time to Recharge – Generous vacation (4 weeks), floater days, and statutory holidays to help you recharge.
Planning for the Future – RRSP matching to support your long-term financial wellbeing.
Family Support – Enhanced maternity and parental leave top-up programs.
Learning & Growth – Education assistance, mentorship, training, and opportunities to build your career across Nesto Group.
Tools for Success – Modern technology, collaborative teams, and the resources you need to do your best work.

Life at nesto

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.

Diversity, Equity & Inclusion

At Nesto Group, we believe diverse perspectives make us stronger. We are committed to fostering an inclusive workplace where everyone feels respected, supported, and empowered to succeed.

We welcome applications from people of all backgrounds, including Indigenous Peoples (First Nations, Inuit, and Métis), persons with disabilities, members of racialized communities, women, and members of the 2SLGBTQIA+ community.

If you require accommodation during any stage of the recruitment process, we are committed to working with you to meet your needs.

Apply on ats.rippling.com About employer

More about this job

Responsibilities

The Director of AI Delivery at Nesto Cloud will run the program that puts AI agents live in bank production environments, from requirements through approval to production. They will lead the delivery pod, review agent performance evidence, and write the repeatable deployment playbook.

Requirements

Candidates need client-facing delivery experience leading senior teams and AI implementations for enterprise clients. They must understand ML/AI well enough to judge model evidence, and define written exit criteria. Experience in regulated industries or model-risk validation is an asset.

Skills

AI implementation
ML/AI delivery
Client delivery management
Program management
Model risk management
Model validation
Precision and recall evaluation
Eval review
Stakeholder management
Executive communication
Change management
Shadow testing
Production rollout
Requirements gathering
Playbook development
Scope management
Written exit criteria
Mortgage underwriting
Credit risk

Benefits

Competitive rewards and performance incentives
Comprehensive medical, dental and vision coverage
Health & Wellness Spending Accounts
Telemedicine and Employee Assistance Program
Mental health support
4 weeks vacation and floater days
RRSP matching
Education assistance and mentorship

Keywords

AI delivery
AI implementation
director of delivery
engagement manager
implementation director
program management
model risk
model validation
machine learning
AI agents
underwriting
mortgage
retail credit
digital lending
banking
fintech
deployment playbook
staged rollout
precision and recall
steering committee

Seniority

Director

Perks

Generous paid time off
Parental leave
Retirement plan
Tuition support
Performance bonus
Wellness program
Paid training

Languages

English

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Work requirements

Jobs in Canada