Senior Product Manager

At Vendasta, we’re leading the AI revolution from right here in Saskatoon—and beyond. We work together to empower our partners and customers through our AI-powered customer acquisition and engagement platform to help them get more customers—and keep them. We’re proud to share that Vendasta has officially been named one of Canada’s Most Admired Corporate Cultures for 2025!
The mission of the Senior Product Manager is to drive the success of the R&D Platform Division's billing and ordering product portfolio by leading the development and execution of product strategies that align with the overarching vision and goals. The incumbent of this role demonstrates Customer Obsession, Ownership, and Earn Trust, alongside strong technical depth and will be responsible for defining 12–24 month product roadmaps, leading customer discovery, and executing go-to-market strategies with cross-functional teams.
Your Impact  Product Strategy & Roadmap Ownership:
Define, present, and execute a 12–24 month comprehensive product strategy and 3-year vision for the platform portfolio that aligns with business objectives.
Take full ownership of the product roadmap, prioritizing features and enhancements while anchoring decisions in deep customer research and data analytics.
Lead discovery sessions, facilitat e solution hypotheses, and run active experiments to validate assumptions and solve core customer problems.
AI-First Product Development:
Prototype hands-on with AI. Build high-fidelity, working prototypes of AI-powered experiences (assistants, copilots, smart forms, automated workflows) using modern tools (e.g., Claude Code, Cursor, v0) and test them with users before full engineering scoping.
Own evaluation and quality. Define eval frameworks for AI features (test scenarios, accuracy and quality thresholds, scoring rubrics, edge-case coverage, and ongoing monitoring) to prove reliability at scale and catch model drift, hallucination, and bias.
Elevate the team's AI practice. Refine AI prompts and workflows to accelerate discovery synthesis, quantitative usage analysis (Post Hog/Looker), and competitive research, and share repeatable AI systems across product leadership to expose hidden assumptions and mitigate risk early.
Billing & Ordering Domain Ownership:
Own product decisions across billing (invoicing, payments, subscriptions/metering, revenue flows, reconciliation) and ordering & inventory (order management, fulfillment, inventory state), managing the dependencies where an ordering event drives a downstream billing event.
Uphold a correctness-critical mindset in domains where defects directly affect revenue and customer trust; partner with engineering on data integrity, auditability, and security.
Maintain awareness of relevant financial, payment, tax, and data-security obligations and partner with the right stakeholders to keep the portfolio compliant.
Cross-Functional Collaboration & Delivery:
Partner closely with Product Marketing, Sales, Engineering, and Design (TLG) to define GTM narratives, activation, pricing, and messaging for major releases.
Drive quarterly strategic planning across both development teams, maintaining high shipping momentum while proactively managing quality risks, cross-team dependencies, and conflict resolution.
Foster an inclusive team culture built on transparency and continuous feedback, providing structured mentorship to associate product managers.
What You Bring to the Table   5–8 years of experience in Product Management, Product Strategy, or a related field:
Preferably within a SaaS or technology environment.
Bachelor’s degree preferred in Computer Science, Business, Engineering, or a related field preferred.
Experience in billing, payments, subscription/monetization, or a commerce/ordering & inventory domain preferred (fintech, financial infrastructure, or commerce platforms).
Ability to communicate clearly and effectively in written and verbal formats
High proficiency in product strategy, quantitative analytics (e.g., Post Hog, Looker), and customer research synthesis
Demonstrated ability to build AI prototypes, define and run evals for AI features, write AI-ready requirements, and apply…