Senior Product Manager, Ai-Driven Prototyping & Roadmaps

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.Product Management Regular Full-Time CA30+ days ago Requisition ID: 2625Salary Range:
CA$130,000.00 To CA$160,000.00 AnnuallyRole Overview:WinZip is one of the world’s most recognized software brands, used by millions of people, businesses, and governments worldwide to manage, encrypt, compress, and share files.We are transforming the WinZip portfolio, and we are hiring a Senior Product Manager in Canada to help lead that shift.You will own product areas end-to-end: roadmap, execution, and results. This is an AI-fluent role. AI and agentic workflows are your primary way of working, not a side interest: you will use them to inform strategy, pressure-test roadmap decisions, run discovery, and build working prototypes yourself, then codify what works so the team can repeat it, on a faster cycle than traditional product management allows. You will report to the Senior Director of Product Management and work daily with Engineering, UX Design, Product Marketing, and Sales.One thing to know before you apply: this is not the role for you if AI is something you reach for occasionally to draft a document. We work through agents daily, and we will ask to see what you have built. Beyond that, we want a partner who challenges our thinking, proposing alternatives when we disagree, and moving forward with what customers need without waiting to be asked. If you want to own a roadmap, from research to execution, this is the right role for you.What success looks like in your first 12 months:You have put several working prototypes in front of real customers, not just in front of us.You have taken at least one 0-to-1 product from problem to launch.The AI workflows you built are being used by the rest of the product team.This is a fast-paced environment. You will be measured on what shipped, not on what was planned.Responsibilities:Be the customer’s voice: consolidate customer feedback, understand their pain points, and turn qualitative and quantitative signals into decisions, and decisions into shipped product.Own the roadmap and outcomes for products within the WinZip portfolio, from discovery through launch and iteration.Help shape the portfolio transformation: question existing workflows, rethink them from first principles with AI as a design assumption rather than an add-on, and design the product around where customers are going.Make AI the default in planning and execution: use AI and agentic tools daily for research, analysis, prototyping, writing, and decision support, build repeatable AI workflows the team can adopt, and raise the bar for how the whole team works.Write crisp PRDs, EPICS/User Stories, and business cases that Engineering and Product Marketing can act on.Partner with Engineering on technical trade-offs and sequencing, and with Product Marketing on positioning, pricing, and launch.Contribute to the business side of the product: packaging, pricing, and monetization.Communicate progress, risks, and disagreements openly to stakeholders, up to the executive level.Required qualifications:5+ years of product management experience, including owning a commercial software product or major product area end to end.Daily, hands-on use of agentic AI tools, not a chat assistant alone. You run agents, build your own workflows and tooling, and have shipped work that would not have been possible without them. Come ready to share concrete examples of what you have built, automated, or shipped with it, and how AI changed the way you made product decisions.A track record of shipping: products or features you took from problem to launch, and what happened after.Strong written communication: you can make a complex decision clear in one page.Comfort working directly with engineers on technical trade-offs.Legally eligible to work in Canada.Who you are:You build to think: faced with a hard problem, your first move is to prototype it, not to schedule a meeting about it.You automate your own job: when you do something twice, you build the thing that does it the third time.You make the people around you better: the workflows and tooling you build get adopted, not just admired.You push back with a proposal: you challenge a decision directly, bring a better option, and commit once the call is made.You start from the customer problem and work backwards, with evidence rather than instinct.Preferred qualifications:Deep use of an agentic coding environment such as Claude Code, including custom agents, skills, or MCP integrations you built yourself.Experience building agent skills, sub-agents, or evaluation frameworks for LLM-powered products.Something you built with AI that nobody asked you to build: a tool, an agent, an automation, an open-source contribution, or a piece of writing that shows how you think about this.Experience with data analytics tools like Amplitude, Google Analytics, and Snowflake.Experience in consumer or SMB productivity/utility software, desktop and cloud.Experience with monetization models: subscriptions, freemium, usage-based pricing, and PLG (product-led growth).Familiarity with file management, compression, security, or collaboration domains.How we hire:We are not looking for a polished pitch about AI. Send us the most advanced thing you have built with it: an agent, an automated workflow, a prototype, an evaluation harness, a side project. A link, a repository, or a short screen recording is ideal. Tell us what it does, what it replaced, and what you learned when it did not work.You will then work through a real WinZip problem with us, live, using your own tools and your own setup.About CorelCorel is a beloved and trusted industry titan fueled by make-everything-easier flexibility. With a 40+ year legacy of innovation, we understand where you’ve been, and we’re uniquely equipped to get you where you want to be. Our comprehensive collection of creative, collaborative, and productivity solutions propel your teams on their journey. From meeting your deadlines to realizing your dreams, Corel empowers all you do.Our products enable millions of connected knowledge workers around the world to do great work faster. Our success is driven by an unwavering commitment to deliver a broad portfolio of innovative applications, including CorelDRAW®, MindManager®, and WinZip®, to inspire users and help them achieve their goals.It is our policy and practice to offer equal employment opportunities to all qualified applicants and employees without regard to race, color, age, religion, national origin, sex, political affiliation, sexual orientation, marital status, disability, veteran status, genetics, or any other protected characteristic.Corel is committed to an inclusive, barrier-free recruitment and selection process and work environment. If you are contacted for a job opportunity, please advise us of any accommodation that is required. Appropriate accommodation will be provided upon request as required by Federal and Provincial regulations and Company Policy. Any information received relating to accommodation will be treated as confidential.As part of our evaluation process, we use an AI tool to help assess candidates. Every application is also reviewed by a member of our team.
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