This Senior Product Manager role leads a small innovation group within an enterprise software company to transform ambiguous market problems into validated prototypes and scalable product features.
What you’d own
Lead a self-contained innovation team of two developers
Translate customer problems into rapid V2, V3, and V4 iterations
Define user flows and requirements for driver/admin experiences
Build business cases to transition validated concepts to core engineering
Who it’s for
A fit if you…
✓You have 7-9 years of experience in B2B SaaS or fast-moving environments
✓You possess high technical fluency regarding APIs, data models, and system boundaries
✓You are comfortable making decisions with incomplete information to move quickly
✓You can shape UX workflows without a dedicated designer for every iteration
Not for you if…
✗You prefer traditional roadmap management over rapid discovery and prototyping
✗You require a large team or a dedicated design department to execute ideas
✗You prefer stable, long-term planning over high-frequency feedback loops
Reading between the lines
The 'innovation group' structure suggests you will have significant autonomy but less support from the core product organization.
The requirement for 'rapid V2, V3, and V4 iterations' implies a very fast execution pace with minimal time for perfection.
The focus on 'building to learn first' indicates a high tolerance for ambiguity and a need for strong independent judgment.
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Location: Canada - Remote; United States - Remote
Department: Technology
Ready to accelerate your career? Cardata is where driven people make an outsized impact. We’re a small but mighty team transforming how businesses manage vehicle reimbursement — replacing outdated programs with smart, automated solutions. Our vision is bold: to provide the most comprehensive, intelligent, and automated software and services for creating ideal vehicle programs. And we’re building toward that vision every single day. Join us and you’ll find challenge, growth, and the chance to deliver real impact — helping hundreds of companies and thousands of drivers across North America focus on the work that matters most to them. We're hiring a Senior Product Manager to lead a small, self-contained innovation group focused on building the product experiences that will pull us ahead of competitors. Working alongside a web-focused developer and a mobile-focused developer, you will shape a unified experience for drivers and administrators and lead the path from an ambiguous opportunity to a validated proof of concept. This is not a traditional roadmap or backlog-management role. You will operate like an entrepreneurial product leader inside a larger organization: identifying valuable problems, forming clear hypotheses, defining the smallest experience needed to test them, and getting working prototypes in front of customers quickly. You will turn feedback into rapid V2, V3, and V4 iterations until the group has enough evidence to stop, change direction, or invest further. The operating principle is simple: build to learn first, then build to scale. You will keep the group focused on the most important unanswered question rather than prematurely expanding scope or designing the final product. Once a concept is validated, you will lead the assessment of what is required to harden and scale it, build the case for further investment, and prepare it for handoff to the core product and engineering team. This is a fit for someone with strong customer instincts, commercial judgment, technical fluency, and a bias toward action. You are comfortable making decisions with incomplete information, changing course when the evidence demands it, and doing the hands-on work needed to keep a small team moving. What You'll Do Turn company strategy, market insight, and customer problems into focused product bets with clear hypotheses Define the customer, problem, value proposition, assumptions, and evidence needed to validate each opportunity Work with the two developers to shape the smallest end-to-end driver-and-admin experience that can test the idea, often within one to two weeks Create clear user flows, lightweight requirements, and decision-ready context without slowing the group down with unnecessary process Recruit and engage customers and the market validation group, lead prototype sessions, and separate useful evidence from individual feature requests Translate feedback and observed behaviour into rapid V2, V3, and V4 iterations Make decisive trade-offs across customer value, commercial potential, scope, speed, usability, and technical risk Keep the team aligned on what it is trying to learn, what has changed, and what comes next Define success measures and recommend whether to stop, pivot, continue iterating, or invest further Once a concept is validated, partner with technical leaders to determine what is needed to harden and scale it Build the business and product case for graduation and prepare the strategy, evidence, requirements, and context for a clean handoff to the core product and engineering team What You'll Bring Required Experience 7–9 years of Product Management experience, including meaningful work in B2B SaaS startups or similarly fast-moving environments A track record of turning ambiguous customer or market problems into working prototypes and validated product opportunities Experience leading rapid discovery and iteration cycles directly with customers Experience building multi-persona products with connected workflows Strong product judgment: you can identify the riskiest assumption, reduce scope without losing the learning objective, and recognize when evidence is strong enough to proceed Enough UX fluency to shape coherent workflows and give developers clear direction without depending on a dedicated designer for every iteration Strong commercial instincts and the ability to connect product decisions to differentiation, revenue, retention, cost, or strategic value Strong technical fluency, including APIs, data models, system boundaries, integrations, security, and architectural trade-offs Comfort working day-to-day with developers, making decisions quickly, and adjusting priorities as new evidence emerges Excellent facilitation and communication skills with customers, developers, executives, and cross-functional partners High ownership, low ego, and the discipline to abandon or change an idea when the evidence does not support it Nice to Have Experience operating as an early-stage or founding Product Manager Experience with mobile and web products that work together as one customer journey Experience with B2BB2C product experiences Experience in regulated, compliance-heavy, logistics, mobility, or transportation-related industries Experience taking a validated concept through production hardening, scale, and handoff to a larger product and engineering organization Compensation: In line with Pay Transparency legislation, the expected base compensation for this role is $155,000–$165,000 CAD annually (dependent on experience and competency). This is a vacant position , and we are hiring with intention and seeking someone who will bring new perspective, contribute meaningfully to the team, and grow with the organization. Why you’ll love working at Cardata: We’ll be honest — Cardata isn’t for everyone. If you thrive in a fast-paced environment, take extreme ownership, and constantly push yourself (and your work) to be the best, you’ll fit right in. You’ll be surrounded by driven teammates who genuinely care — about the work, about our customers, and about helping each other succeed. Together, we take on ambitious goals and celebrate the wins along the way. What we offer in return for you bringing your best: Remote work and flexible working hours Mentorship and development opportunities (to help you achieve your career goals!) Extended medical dental benefits Healthcare spending account $3,000 annual Health and Wellness Spending Account to support your overall wellbeing Employee assistance program (EAP) Flexible (Unlimited) Time Off: No annual cap on vacation, supported by a trust-based, flexible approach to time away. Cardata is an equal opportunity employer. All candidates will be equally considered without regard to race, ancestry, place of origin, colour, ethnic origin, language, citizenship, creed, religion, gender/gender identity, sexual orientation, age, marital status, physical and/or mental handicap or financial ability. We are dedicated to creating an inclusive environment where everyone feels welcome to bring their authentic selves to work. If you require accommodations during the recruitment process, please let us know.
Cardata is a vehicle reimbursement platform that helps companies manage and process mileage reimbursements for employees who drive personal vehicles for work. It replaces manual mileage logs and flat car allowances with a software-driven approach that ensures IRS compliance and accurate reimbursement based on actual business driving. The platform is used by HR and finance teams at companies with large field sales or service workforces. Cardata is a niche B2B SaaS product serving a compliance and operational need that is often handled poorly in mid-market companies.
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