Senior Product Manager, Admissions Assessment (Casper) (Winnipeg)

Senior Product Manager, Admissions Assessment (Casper) (Winnipeg)

10 Nov
|
Acuity Insights
|
Winnipeg

10 Nov

Acuity Insights

Winnipeg

Steward a product that higher education programs rely on, and that few product managers ever get trusted to lead. For more than two decades, Casper has helped institutions evaluate qualities like empathy, ethics, and judgment, the human capabilities that matter long after grades and test scores fade into the background. This is a remote, full-time role based in Canada.Direction is meaningful, but not fully predefinedTrade-offs are real, not theoreticalDecisions carry long-term impact, not just near-term winsThis is work for a senior product skilled who's comfortable navigating complexity and shaping clarity when not everything is neatly resolved.What makes this moment exciting is that Casper is focused on building what comes next on a modern, AI-first foundation, with space for thoughtful leadership and real impact.

- As Senior Product Manager for Casper, you'll be accountable for the product decisions that guide Casper's evolution, balancing long-term integrity with near-term delivery and progress with trust. In practice, that accountability shows up as:Owning Casper's product direction and roadmap, including how problems are framed, which opportunities are prioritized for TAM realization, and how trade-offs are made, grounded in market needs, research evidence, operational realities, and business outcomesDriving Casper's strategy and expansion, including protecting and growing adoption in existing markets, identifying where Casper can expand responsibly, and translating growth strategy into sequenced product betsProtecting the integrity of a live, high-stakes product, ensuring reliability and continuity while meaningful evolution is underwayPartnering closely with Engineering, Research, Operations and GTM teams to align product direction with customer needs, adoption, and growth prioritiesCreating clarity and momentum across teams, especially when priorities compete, or information is incomplete, so progress doesn't stall in ambiguityResearch Is a True Partner Here Casper is more than software.

As Senior Product

Manager, you will:Reham Fawad, AVP, Growth ProductsWhat Makes This a Senior Role This role is senior because of the product judgment it requires: the ability to evaluate trade-offs, assess impact, and make decisions when the right answer isn't obvious. At this level, thoughtful and grounded product leadership is expected, bringing clarity, judgment, and a focus on long-term impact.

As Senior Product

Manager, you'll be trusted to:Make calls when the "right" answer isn't obvious, and the inputs are incompleteBalance short-term delivery with long-term integrity,



while protecting existing markets and enabling responsible strategy and expansionPractice responsible innovation, advancing product ambition while protecting validity, fairness, and institutional trustNavigate trade-offs between product ambition, research rigour, technical constraints, and operational realityInfluence across functions without relying on authority or escalationHold a clear product point of view while remaining open to evidence and challengeYou'll be expected to model strong product craft, raising the bar for how problems are framed, decisions are made, and outcomes are measured. You've developed a strong understanding of Casper, its users, research foundations, operational realities, and constraints, and you're fluent in the trade-offs that matter most.Casper's next phase is clearly framed and underway, with work sequenced intentionally around the most meaningful growth levers and long-term sustainabilityDecisions about what to build, defer, or simplify are being made deliberately, informed by clear success metrics, early signals, and an understanding of ROI and long-term impactLive assessment cycles continue to run reliably, without unnecessary disruption or erosion of trustProduct, Research, Engineering, and GTM partners are aligned on priorities, success criteria, and how progress will be evaluatedMost importantly, Casper feels intentionally in motion. You've owned meaningful product areas, made hard trade-offs, and helped teams move forward even when the path wasn't obvious.You're likely to thrive in this role if you:Own outcomes and take responsibility for seeing work through with clarity and follow-throughFeel at home in mature products, including those with legacy systems and real operational constraintsStart from deep customer understanding, asking the right questions before jumping to solutions, and grounding decisions in real customer needs and outcomesCollaborate naturally across functions, and are comfortable challenging assumptions, especially in close partnership with EngineeringThink in systems, not just features, connecting dots and reducing complexity over timeBring urgency to a high-stakes product,



knowing how to make progress even when there are real constraintsThis role is best suited to someone who takes pride in protecting what works, and driving the strategy and evolution of a trusted product through careful, responsible innovation.At Acuity, we're intentional about scaling the company without losing what makes it special, the sense of care, connection, and shared purpose that defines our culture.

As we grow, we're intentional about our principles, policies, and ways of working, protecting that foundation while giving people trust, balance, and the support they need to do their best work.A fair and transparent salary between $150,000-$164,000 CAD, aligned to role scope, experience, and internal equityLearning 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 interestShared success. Access to employee stock options, so you share in the value you help createRemote-first work.

Fully remote within Canada, with up to six weeks per year to work internationallyTime 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 DecemberComprehensive care. A 2% GRSP matching program to help you plan aheadSupport for growing families.

A 16-week parental leave top-up beyond EI, available to all parentsWhat Happens After You ApplyWe review every application carefully, looking for people who are caring, curious, driven, and resilient. In some interviews, AI may help with note-taking, but all evaluations and decisions are made by real humans. We want to understand your career, abilities, and goals, and help you assess whether this opportunity and team are the right fit for you.A real person reviews your application for potential fitIntro Chat.

If it's a match, we move to offer, pending a digital reference checkLife at Acuity Insights We're a remote-first team of 140+ people who care deeply about our work and about each other. We collaborate across time zones, connect intentionally through virtual rituals and occasional in-person time, and live our values, Caring, Curious, and Driven, in how we show up every day. As we grow, we're intentional about our principles, policies, and ways of working, protecting what makes Acuity special while giving people the trust, flexibility, and support they need to do their best work.

If you're looking for purposeful work, room to grow, and the chance to help shape systems that influence how people learn and are evaluated, we'd love to meet you. #

📌 Senior Product Manager, Admissions Assessment (Casper) (Winnipeg)
🏢 Acuity Insights
📍 Winnipeg

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