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Added 9 mins ago
Technology Lead, Enterprise Platforms & Operation (Director)
TMX Group
Toronto, ON
Full-time
People Management: 5+ years of dedicated experience leading and mentoring high-performing software engineering or platform management teams.
Added 9 mins ago
Senior Manager, Platform Engineering
Rates.ca
Toronto, ON
Full-time
Platform evolution in partnership with Software Engineering, Security, and Ops
Added 54 mins ago
Senior Manager, Project Manager
Appnovation Technologies
Vancouver, BC
Appnovation is a global, full-service digital partner that combines Strategy, Experience & Design, Engineering and Managed Services. We build digital solutions that deliver real impact…
Added 15 hours ago
Studio Art Director
Devoted Studios
Remote, Canada
Remote
The Studio Art Director owns the visual quality of everything Devoted ships. You will set the art direction across several projects at once, often working inside our clients’ IP. You will…
Added 16 hours ago
Technical Architect Director - PubSec - Mulesoft Canada
Salesforce Partner Canada
Toronto, ON
Full-time
The Director, Data Foundation Delivery is a senior leader who owns the strategy, architecture, and successful delivery of enterprise Data Foundation engagements for Salesforce Professional…
Added 19 hours ago
Développeur full stack intermédiaire / Intermediate Full Stack Developer
ALUMO
Montreal, QC
Full-time
Bachelor's degree in computer science, software engineering or related experience
Added 19 hours ago
Senior Technical Sourcer II
Brex
Vancouver, BC
…banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend…
Added 20 hours ago
Network Solutions Architect
eHealth Saskatchewan
SK · Saskatchewan
$48.26 to $62.72 CAD / hour
Full-time
Reporting to the Director, Architecture & Design, you will:
Added 21 hours ago
Product Manager, Photonic Design and Simulation
Synopsys Inc
Vancouver, BC
Full-time
Experience in EDA, photonic design automation, optical simulation, or adjacent engineering software markets is a strong plus
Added 23 hours ago
Project Engineering Manager (Automation)
Eclipse Automation
Cambridge, ON
Ensure all project milestones are met and provide regular updates on project status to the Director of Engineering.
Added 23 hours ago
Design Engineer
Halifax Regional Municipality
Dartmouth, NS
Full-time
Prepares and evaluates requests for proposals for consultant engineering services for rehabilitation of existing or construction of new municipal infrastructure. Prepares reports for senior…
Added 23 hours ago
Programmer IV
Hardsuit Labs
Remote, Canada
Full-time · Remote
Interest or experience in using AI-assisted software development workflows, to support activities such as code exploration, implementation, debugging, documentation, and code review.
Added 1 day ago
Product Owner, Data & Analytics
Mattamy Homes
Canada
Full-time
Operating as a senior individual contributor, the Product Owner works closely with business leaders, the Director, Data Analytics, and analytics delivery teams to translate business needs…
Added 1 day ago
TSE (Technical Sales Engineer)
Vista Solutions Inc.
Windsor, ON
Full-time
· You’ll report directly to the Director of Sales, an exciting opportunity to learn from a key stakeholder in the Company;
Added 1 day ago
Director, Business Analysis & Portfolio Delivery
N-able
Ottawa, ON
Full-time
Reporting directly to the VP, Chief Information Officer, the Director, Business Analysis & Portfolio Management sits alongside peer functional leaders (e.g., Enterprise Architecture,…
Added 1 day ago
General Mechanic (Temporary Full-Time, 6-month Contract)
Fairmont Hotels & Resorts
Ottawa, ON
Full-time · Temporary
Reporting to the Director of Engineering, responsibilities and essential job functions include but are not limited to the:
Added 1 day ago
Manager, Supply Chain & Innovation
IMAX Enhanced | Streaming & Consumer Technology
Mississauga, ON
Full-time
With our global team spanning North America, Europe, and Asia, IMAX brings together proprietary software, world-class architecture, and cutting-edge technology with deep industry expertise.…
Added 1 day ago
Digital Consulting Architect, CPQ
Zaelab
Remote, Canada
Full-time · Remote
The Digital Consulting Architect, CPQ, reporting to the Director, Technology Solutions, plays a critical role in delivering scalable, revenue-driving Quote-to-Cash solutions for Zaelab’s…
Added 1 day ago
Agile Delivery Lead
Sanofi
Toronto, ON
Full-time
…data-driven thinking, and empower teams as a coach rather than a director. You use AI tools responsibly as aids to enhance your work, not replacements for critical thinking. If continuous…
Added 1 day ago
Senior Product Manager
AutoTrader.ca
Toronto, ON
…initiatives within our fintech domain. Reporting into the Product Director, you will own the strategy, roadmap, execution, and performance of important product areas that support automotive…
Added 1 day ago
Senior Technical Program Manager
CNN
Ottawa, ON · Kanata, ON
Full-time
This role is not a software-engineering position, but it is intentionally more technical than a traditional program-management role. The successful candidate must be able to engage…
Added 1 day ago
Director, Product Management - Camera and Vision SoCs
Qualcomm
Canada
Full-time
As Director of Product Management, you will architect our IP camera SoC roadmap, steer global design wins with tier‑1 OEMs, and align silicon, software, ecosystem partners, and GTM motions…
Added 1 day ago
Manager, Supply Chain & Innovation
IMAX
Mississauga, ON · Sheridan Park
Full-time
With our global team spanning North America, Europe, and Asia, IMAX brings together proprietary software, world-class architecture, and cutting-edge technology with deep industry expertise.…
Added 1 day ago
Director, Enterprise Security & IT
Klue
Remote, Canada
$155,000 to $200,000 CAD / year
Full-time · Remote
As our Director, Enterprise Security & IT, you'll sit at the intersection of security, compliance, and IT operations. You'll be accountable for how Klue protects customer data and how every…
Added 1 day ago
Associate Director, Artificial Intelligence
Thompson Rivers University
Kamloops, BC
Full-time
At least three (3) years of hands-on experience in software development, scripting, or automation engineering, with a strong foundation in coding best practices.

Plusgrade

Director, Product Management: AI

Montreal, QC, Canada

Job type: Full-time
Apply by: Oct 29, 2026
Posting language: English
Posted: Sep 29, 2026

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Original job description

Employment Type

Permanent

Job Description

AI is changing how travelers discover and buy travel. Based in Montreal, you will lead the Solutions business unit's AI product portfolio, from strategy through to products that ship and create measurable value for our partners.

What You'll Be Doing

You will define and own the multi-year AI product strategy and roadmap for the Solutions business unit, spanning agentic commerce, discovery, offer optimization and partner operations. You will turn that strategy into funded priorities, make trade-offs with executives, partners and engineering, and own outcomes including partner revenue, adoption, model quality and cost to serve. You will build a team of people who prototype and ship, hiring, developing and retaining strong product talent while removing the blockers that slow delivery. AI will be part of your daily operating model: you will use modern tools to prototype, design evaluations, test experiences and move ideas into live partner tests, working closely with AI Product Operations.

What Success Looks Like

First 90 days: A clear, agreed AI product strategy and roadmap for Solutions, an honest assessment of the team and a hiring plan, and at least one working prototype in front of a partner.
Six months: The team is staffed with builders and operating for speed, with clear ownership and rhythms with AI Product Operations and engineering; multiple AI products have gone from idea to live partner test in weeks.
Twelve months: Measurable partner revenue attributable to AI and agentic channels, a maturing agent distribution footprint, and a team recognized as the center of AI product excellence at Plusgrade.

What You Bring

10 or more years in product, including several years leading and developing product managers or applied AI teams, ideally in a B2B or platform business.
Hands-on experience designing and shipping ML, LLM or agent-based products that customers pay for, with a practical understanding of model drift, evaluation, hallucination, latency and cost trade-offs.
A track record of accelerating teams, hiring and developing builders, and moving products from idea to prototype to live partner test.
Strong commercial instincts: you connect product decisions to revenue, margin and partner outcomes, and collaborate effectively with engineering, data science, design and partner-facing teams.
Clear, direct communication with executives, partners and technical teams. Experience in travel, loyalty, e-commerce, marketplaces or pricing is an asset but not mandatory.

Why Plusgrade

Travel is about the moments that make a journey feel personal. At Plusgrade, we build the technology that makes those moments possible, from upgrade offers and loyalty experiences to revenue tools used by 575+ airline, hospitality, cruise, rail, and financial services partners worldwide.

The work is global, complex, and rewarding. You will solve meaningful problems, take ownership from idea to outcome, and work alongside people who are smart, curious, and committed to doing great work.

We also give our teams access to AI tools and the encouragement to use them thoughtfully, to move faster, explore ideas, and build better ways of working.

We trust our teams to do their best work. That means autonomy, flexibility, and room to grow.

Come help us shape the future of travel.

What You'll Love About Us

🏦 RRSP Matching

🏥 Comprehensive Health Plans
📅 Flexible Paid Time Off
✈️ Travel Experience Perk
🧘 Annual Wellness Perk
🚆 Commuter Perk
🌅 Tenure-Based Work From Anywhere Program
🍼 Parental Leave Top Up
🌍 Adventure Pass
🎓 Learning Allowance

Our Process

We believe every candidate deserves a fair, transparent experience, so regardless of outcome, everyone gets feedback.

Our process: Recruiter call → Team interview → Hiring Manager interview → Final Interview.

Plusgrade is an equal-opportunity employer committed to accessible recruitment. We welcome applications from all qualified individuals regardless of gender identity or expression, race, ethnic origin, creed, place of origin, age, sex, marital status, physical or mental disability, sexual orientation, or any other category protected by law. Accommodation is available upon request. We may use AI-assisted tools to help screen and assess applicants for this role. This posting is for an existing vacancy.

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More about this job

Responsibilities

Own the Solutions business unit’s multi-year AI product strategy and roadmap, translating it into funded priorities and shipped products while balancing partner, executive, and engineering needs. Build and develop a high-performing product team, accelerate prototypes and partner tests, and deliver measurable outcomes in revenue, adoption, model quality, and cost to serve.

Requirements

Requires 10 or more years of product experience, including several years leading and developing product managers or applied AI teams, ideally in a B2B or platform business. Candidates need hands-on experience shipping paid ML, LLM, or agent-based products, a record of building and accelerating teams, strong commercial judgment, and clear communication; relevant travel, loyalty, e-commerce, marketplace, or pricing experience is an asset.

Skills

AI Product Strategy
Product Roadmapping
Product Management
Machine Learning
Large Language Models
Agent-Based Products
Product Prototyping
Product Evaluation
Model Quality
Team Leadership
Hiring and Talent Development
Commercial Strategy
Revenue Optimization
Cross-Functional Collaboration
Executive Communication
Partner Management

Benefits

RRSP Matching
Comprehensive Health Plans
Flexible Paid Time Off
Travel Experience Perk
Annual Wellness Perk
Commuter Perk
Tenure-Based Work From Anywhere Program
Parental Leave Top-Up
Adventure Pass
Learning Allowance

Visa sponsorship

Not detected in the job text

Keywords

Artificial Intelligence
Agentic Commerce
AI Product Portfolio
Product Strategy
Product Roadmap
Machine Learning
Large Language Models
Agent-Based Products
Model Drift
Model Evaluation
Hallucination
Latency
Cost Optimization
AI Product Operations
Partner Operations
Offer Optimization
Discovery
Agent Distribution
B2B
Platform Business
Revenue Growth
Partner Adoption
Product Prototyping
Live Partner Testing
Travel Technology
Loyalty
E-Commerce
Marketplaces
Pricing

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