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Added 1 hour ago
BI
Insurance Broker (Sales)
Billyard Insurance Group Inc.
Oakville, ON
- Full-time
Added 1 hour ago
Product Manager - AI Platform
Nesto Cloud
Canada
Built for a regulated industry: Most AI companies build isolated demos or point solutions. We embed AI directly into production, continuously learning from human underwriter judgment.
Added 1 hour ago
Product Manager - AI Platform
Nesto Group(e)
Canada
Built for a regulated industry: Most AI companies build isolated demos or point solutions. We embed AI directly into production, continuously learning from human underwriter judgment.
Added 1 day ago
GL
Senior Mortgage Underwriter
Gold Lion Mortgages Inc
Calgary, AB
- Full-time
…agile, high-performing team, and we are adding a Senior Mortgage Underwriter to own the credit side of our…
Added 1 day ago
J
Senior Commercial Lines CSR - Insurance
JobsMedia.io
St. Catharines, ON
- Full-time
Underwriter Liaison: Communicate with carrier partners to resolve policy issues and secure updates.
Added 1 day ago
J
Senior Commercial Underwriter
JobsMedia.io
Toronto, ON · Scarborough, ON
- Full-time
We're recruiting a Senior Commercial Underwriter for a growing specialty insurance organization with a strong reputation in the Canadian market.
Added 1 day ago
J
Commercial Lines Account Executive
JobsMedia.io
Toronto, ON
- Full-time
Added 2 days ago
FC
Tarificateur(trice) – Assurance collective
First Canadian Financial Group
Pointe-Claire, QC
- Full-time
Added 2 days ago
RB
Associate Director, Loan Syndications, Corporate Client Group
Royal Bank of Canada
Toronto, ON
- Full-time
…Canada. Syndicated finance professionals act as arranger and underwriter, providing market intelligence as well as marketing, execution and loan distribution expertise for corporations and…
Added 2 days ago
Personal Lines Underwriter – Level 1
My Insurance Broker
Thornhill, ON
Job Title: Personal Lines Underwriter – Level 1
Added 2 days ago
R
Associate Director, Loan Syndications, Corporate Client Group
RBC
Toronto, ON
- Full-time
…Canada. Syndicated finance professionals act as arranger and underwriter, providing market intelligence as well as marketing, execution and loan distribution expertise for corporations and…
Added 2 days ago
AT
Risk Underwriter - Contract
Allianz Trade in North America
Montreal, QC
- Contract
…customers, to improve customer portfolio profitability. The Risk Underwriter successfully achieves most tasks with minimal refinement by using past experiences, personal judgement, data,…
Added 3 days ago
VC
Mortgage Fulfillment Officer
Vault Credit Corporation
Toronto, ON
- Full-time
Identify escalation items and work with the Underwriter or Manager to resolve them.
Added 3 days ago
AI
Personal Lines Underwriter
Able Insurance Brokers Ltd.
Mississauga, ON
- Full-time
We are looking for an experienced Personal Lines Underwriter, this is a hybrid role based out of our Mississauga Head Office, with a combination of in-office and remote work. In this role,…
Added 3 days ago
SL
AVP, Corporate Underwriting Risk & Governance
Sun Life
Toronto, ON · ON · Ontario Telecommuters
- Full-time
…industry matters under the direction of the Corporate Chief…
Added 3 days ago
AC
Underwriter
Allstate Canada
Canada
- Full-time
The underwriter provides underwriting support and direction to underwriting management and their marketing forces for the purpose of improving growth and profit opportunities for new and…
Added 3 days ago
SM
Mortgage Agent
Secure Mortgage Experts
Vaughan, ON
- Full-time
Added 3 days ago
SC
Underwriter (CL)
SPG Canada
Burlington, ON
- Full-time
Added 3 days ago
HI
Underwriter (CL)
HUB International
Burlington, ON
- Full-time
Added 3 days ago
NF
Commercial Underwriter, Transportation & Logistics
Northbridge Financial Corporation
Montreal, QC
- Full-time
What it’s like to be a Northbridge Commercial Underwriter, Transportation & Logistics ?
Added 4 days ago
CM
Mortgage Underwriter
Castleton Mortgages
Montreal, QC
- Full-time
Added 4 days ago
G
Underwriting Assistant, Wilson Beck (Surrey)
Gallagher
BC · Surrey, British Columbia
- Temporary
In this role, you will be responsible for assisting the Underwriter(s) and the Underwriting Department. The position requires strong communication skills, exceptional organizational skills,…
Added 4 days ago
FN
Associate Mortgage Underwriter, Third Party Residential Underwriting- TDMS Western Canada
First National Financial LP
Vancouver, BC
- Full-time
We are hiring an Associate Mortgage Underwriter, Third Party Residential Underwriting- TDMS Western Canada!
Added 4 days ago
G
Underwriting Assistant, Wilson Beck (Surrey)
Gallagher
Surrey, BC
- $33,500 to $65,500 USD / year
- Full-time
In this role, you will be responsible for assisting the Underwriter(s) and the Underwriting Department. The position requires strong communication skills, exceptional organizational skills,…
Added 4 days ago
MM
Client Relationship Management - Manager
Marsh McLennan
Mississauga, ON
- Full-time

Nesto Group(e)

Product Manager - AI Platform

Canada

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Applications open in a new tab.

Job details

Experience: 3-5 years of experience in consulting or a high-ownership product role in a complex environment
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/

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.

About the role

At nesto, we are building Maestro: an AI platform that makes mortgage professionals dramatically more productive across sales, underwriting, and loan servicing. This is not "AI theater" - Maestro is already live, actively assisting underwriters with real files today.

As the Product Manager for the AI Platform, you will help turn this early proof-of-concept into the platform that defines AI-augmented lending in Canada. You will sit at the intersection of complex operational workflows, machine learning, and real mortgage expertise to turn hard problems into shipped product.

Why nesto’s approach to AI is different:

We sit where the work happens: We have direct access to the workflows, policies, and expert feedback inside real mortgage operations across the full lending journey.
Built for a regulated industry: Most AI companies build isolated demos or point solutions. We embed AI directly into production, continuously learning from human underwriter judgment.
End-to-end integration: We don't just solve one piece of the puzzle; we connect the full lending stack to make AI practically and systemically useful.

What you'll be doing here

Turn complex operational reality into clear PRDs, decision logic, and shipped product
Work closely with ML, engineering, underwriting ops, and business stakeholders to define and deliver the roadmap
Define and improve the metrics that matter: throughput, time-to-decision, accuracy, and capacity gained
Build tight feedback loops between AI output and expert human judgment
Keep execution moving in a high-ambiguity, high-accountability environment
Stay ahead of how AI is reshaping mortgage origination and bring informed recommendations to the roadmap
Share what you discover - how you work should make the people around you better

Who we're looking for

The profile.

3-5 years of experience in consulting or a high-ownership product role in a complex environment
Ability to write clearly, think structurally, and go deep on systems, data, and edge cases
Comfortable operating without perfect inputs - you find the truth, make the call, and drive the work forward
Proven, active fluency with AI tools across your PM workflow: discovery, testing, documentation, analysis, and measurement.
Strong communication skills with the ability to explain complex concepts clearly to non-experts in Product and Engineering

Preferred but not a must

Mortgage or regulated financial services experience - curiosity, rigor, and execution matter more
Familiarity with LOS systems, origination platforms, or lending technology
Exposure to AI or ML-assisted decisioning, document intelligence, or automation in a financial services context
Familiarity with broker and advisor-facing workflows and the nuances of supported versus self-serve client journeys

Interview process

How we get to know each other.

Recruiter Screen – 30 minutes
Discovery Call with Director of Product – 30 minutes
Take-home Assignment followed by Presentation and Q&A – 60 minutes
Final Stakeholder Interview – 45 minutes
Criminal Record and Reference Checks + Offer

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.

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.

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More about this job

Responsibilities

You will lead the development of the Maestro AI platform by translating complex operational workflows into clear product requirements and roadmaps. You will collaborate with engineering, machine learning, and underwriting teams to build feedback loops that improve decision accuracy and operational efficiency.

Requirements

The ideal candidate has 3-5 years of experience in consulting or a high-ownership product role within a complex environment. You must demonstrate strong structural thinking, fluency with AI tools, and the ability to drive execution in high-ambiguity settings.

Skills

Product management
AI platform development
Machine learning
Data analysis
Roadmap definition
Stakeholder management
Workflow optimization
Lending technology
Financial services
System design
Strategic planning
Cross-functional collaboration
Metrics tracking
Process improvement
Technical communication

Benefits

Competitive compensation
Performance incentives
Medical coverage
Dental coverage
Vision coverage
Health & Wellness Spending Accounts
Telemedicine
Employee Assistance Programs
Mental health support
4 weeks vacation
Floater days
Statutory holidays
RRSP matching
Maternity and parental leave top-up
Education assistance
Mentorship

Visa sponsorship

Not detected in the job text

Keywords

Product Manager
AI Platform
Mortgage
Lending
Maestro
Machine Learning
PRD
Underwriting
Cloud Technology
Financial Services
LOS systems
Document intelligence
Automation
Data-driven
Roadmap
Stakeholder management
Operational workflows
Decision logic
Broker channel
D2C
Product lifecycle
Technical product management
Agile
Feedback loops
Performance metrics
Innovation
Digital lending
Regulatory compliance
System architecture
Business analysis

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