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Director, Product Management: AI

@ Plusgrade Inc.

Montréal, Quebec

HybridFull-time10+ years experience
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Overview

Plusgrade Inc. is hiring a Director of Product Management for AI, based in Montreal, to lead the AI product portfolio of its Solutions business unit. The role owns the multi-year AI product strategy and roadmap, builds and develops a product team, and drives partner revenue and adoption. The posting states a permanent full-time position with a benefits package.

Responsibilities:

  • Define and own multi-year AI product strategy and roadmap
  • Turn strategy into funded priorities and manage trade-offs
  • Own partner revenue, adoption, model quality and cost to serve
  • Build and develop a team of product and AI builders
  • Partner with AI Product Operations to move ideas into live partner tests

Requirements summary:

  • 10+ years in product, including leading product or applied AI teams
  • Hands-on experience shipping ML, LLM or agent-based products
  • Understanding of model drift, evaluation, hallucination, latency and cost
  • Track record of moving products from idea to live partner test
  • Strong commercial instincts linking product to revenue and margin

Tools & skills

Benefits mentioned

Retirement planParental leave
Source and dates

Employer career site / ATS feed · workday

Employer posting date
2026-09-28
First seen by our source
2026-10-11
Source record updated
2026-11-05

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityDirector
DepartmentProduct management
Experience10+ years
Manages peopleYes
Hours per week40 (estimated)
Work settingOffice
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Encouraged to applyPeople with disabilities
Perks mentionedGenerous paid time off, Flexible hours, Generous parental leave, Retirement plan, Wellness, Transit support, Home office allowance

Summary and details written by AI from the posting; the employer’s posting is the authority.

Plusgrade Inc.

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

Ancillary revenue products your customers will love. | Produits à revenus auxiliaires que vos clients adoreront.

Full company description

Plusgrade powers the global travel industry with its portfolio of leading ancillary revenue solutions. Over 275 airline, hospitality, cruise, passenger rail, and financial services companies trust Plusgrade to create new, meaningful revenue streams through incredible customer experiences. As an ancillary revenue powerhouse, Plusgrade has generated billions of dollars in new revenue opportunities across its platform for its partners while creating enhanced travel experiences for millions of their passengers and guests. Plusgrade was founded in 2009 with headquarters in Montreal and has offices around the world. Note for job seekers: Please be aware of fraudulent job offers – we will never contact you from a personal email account (e.g., Gmail). Always verify communications come from official company channels such as plusgrade.com or points.com. Thank you.

LinkedIn followers
59,830
People associated on LinkedIn
856
Reported office locations
  • 2200 Rue Stanley, Suite 700, Montreal, Quebec H3A 1R6, CA
  • 16 West 36th Street, 2nd Floor, New York, NY 10018, US
  • 109 N Bridge Road, #05-21, Singapore, Central Singapore Community Development Council 179097, SG
  • 111 Richmond St W, Suite 700, Toronto, Ontario M5H 2G4, CA
  • 123 Buckingham Palace Rd., Office 02-110, London, SW1 9SH, GB
  • Dubai Media City, Unit 407, Loft Offices 1, Dubai, AE
Business categories
  • Air Transportation
  • Leisure
  • Software
  • SaaS
  • Aerospace
  • Travel
Other recorded names
  • Plusgrade
Specialties
  • Revenue upgrade platform for the airline industry
  • Merchandising
  • Ancillary Revenue
  • Upsell
  • and Ancillary Revenue Powerhouse
Profile identifies a recruitment agency
No
Reported total investment
155,831,220

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Plusgrade powers the global travel industry with its portfolio of leading ancillary revenue solutions. Over 275 airline, hospitality, cruise, passenger rail, and financial services companies trust Plusgrade to create new, meaningful revenue streams through incredible customer experiences. As an ancillary revenue powerhouse, Plusgrade has generated billions of dollars in new revenue opportunities across its platform…

FieldValue
IndustrySoftware Development
Company size501-1,000 employees
HeadquartersMontreal, Quebec
Organization typePrivately Held
SpecialtiesRevenue upgrade platform for the airline industryMerchandisingAncillary RevenueUpselland Ancillary Revenue Powerhouse
Open jobs on Jobsy11
LinkedInView page
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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