Senior Product Manager guiding evolution of Casper for higher education programs. Own outcomes and navigate trade-offs while leading product decisions and collaborating with teams.
Responsibilities
Steward a product that higher education programs rely on, and that few product managers ever get trusted to lead.
Own outcomes, navigate real trade-offs, and apply strong product judgment to a product people depend on.
Accountability for product decisions that guide Casper’s evolution, balancing long-term integrity with near-term delivery and progress with trust.
Partner closely with Engineering, Research, Operations and GTM teams to align product direction with customer needs, adoption, and growth priorities.
Create clarity and momentum across teams, especially when priorities compete or information is incomplete, so progress doesn’t stall in ambiguity.
Work in close partnership with Research to translate evidence into practical product decisions.
Make calls when the “right” answer isn’t obvious, and the inputs are incomplete.
Balance short-term delivery with long-term integrity and sustainability.
Hold a clear product point of view while remaining open to evidence and challenge.
Requirements
You’ve spent years working on complex products, the kind with real users, real consequences, and imperfect constraints.
You’ve owned meaningful product areas, made hard trade-offs, and helped teams move forward even when the path wasn’t obvious.
Own outcomes and take responsibility for seeing work through with clarity and follow-through.
Feel at home in mature products, including those with legacy systems and real operational constraints.
Start from deep customer understanding, asking the right questions before jumping to solutions, and grounding decisions in real customer needs and outcomes.
Collaborate naturally across functions, and are comfortable challenging assumptions, especially in close partnership with Engineering.
Think in systems, not just features, connecting dots and reducing complexity over time.
Bring urgency to a high-stakes product, knowing how to make progress even when there are real constraints.
Benefits
Transparent compensation. A fair and transparent salary between $150,000–$164,000 CAD, aligned to role scope, experience, and internal equity.
Learning that grows with you. A $3,000 annual learning budget to invest in your development, whether that’s deepening technical skills, building confidence, or exploring new areas of interest.
Shared success. Access to employee stock options, so you share in the value you help create.
Remote-first work. Fully remote within Canada, with up to six weeks per year to work internationally.
Time to rest and reset. Self-directed vacation (most teammates take 4–6 weeks annually), monthly Acuity Days (a collective Friday off), plus a two-week company-wide closure each December.
Comprehensive care. Health benefits from day one for you and your dependents.
Future-focused support. A 2% GRSP matching program to help you plan ahead.
Support for growing families. A 16-week parental leave top-up beyond EI, available to all parents.
Senior Product Manager owning provider experience and clinical operations products at Maple, Canada’s on - demand healthcare platform. Driving scalable workflows and AI - enabled care delivery improvements.
Senior Product Manager owning end - to - end product areas for Orchestry’s Microsoft 365 governance and automation SaaS platform. Turning customer insights into measurable product outcomes.
Product leader driving Innovasea’s aquaculture technology strategy, roadmaps, and launches. Improving fish health, operational efficiency, and sustainability through hardware and software solutions.
Product Manager owning documentation as a product for Versapay’s accounts receivable automation platform. Building AI - assisted pipelines, standards, and publishing systems across ERP applications.
Product Owner shaping digital commerce solutions for Valtech, an experience innovation company. Managing Agile backlogs, requirements, stakeholders, and delivery outcomes for clients.
Product Owner leading commercial data integration, modeling, and governance for McKesson’s healthcare business. Partnering with Canada’s Data & Analytics Hub and Commercial Intelligence team.
Senior Product Manager growing Jobber’s AI teammate for home service businesses. Owning acquisition, onboarding, activation, retention, and monetisation of AI adoption.
Senior Product Manager building Jobber’s AI automation platform for home service businesses. Shipping automations and evaluation tools that help providers save time and operate more efficiently.
Data Product Manager owning enterprise data products for Level Access, an accessibility technology company. Translating business needs into analytics, governance, and AI - enabled solutions.