Vice President of Product

Accountabilities Own and continuously refine the product strategy and roadmap in response to market developments, customer needs, and business priorities.

Establish clear quarterly priorities, focus resources on high-impact initiatives, and make informed trade-offs to prevent competing work from diluting execution.

Develop a deep understanding of the last-mile delivery ecosystem, including shippers, carriers, couriers, dispatchers, drivers, and recipients.

Lead quarterly and annual product planning with Engineering and go-to-market teams, aligning roadmaps and company objectives with measurable business outcomes.

Establish effective processes for collecting, prioritizing, and responding to feedback from customers and internal stakeholders.

Coordinate execution across product squads, proactively managing dependencies and risks while maintaining a transparent, company-wide roadmap.

Define product success metrics before launch, connect them to broader business goals, and use adoption and usage data to guide improvements.

Represent Product in executive planning, board discussions, customer advisory boards, and strategic customer engagements.

Build a collaborative product culture, continuously improving team structure, workflows, processes, and tools.

Recruit, coach, and develop Product Managers, Designers, and User Researchers, establishing clear expectations and career growth opportunities.

Requirements:

10+ years of experience in B2B SaaS product roles, including 5+ years leading product teams and at least 3 years at Director of Product level or above.

Experience leading Product at a Series B or later company generating tens of millions of dollars in annual recurring revenue (ARR).

Demonstrated success guiding a product organization through an expansion into the enterprise market.

Proven ability to hire, manage, mentor, and develop Product Managers, Designers, and User Researchers.

Strong UX and product design expertise, including experience overseeing usability testing, user interviews, and experimentation.

A collaborative approach to Engineering, including joint scoping, disciplined scope management, and iterative product delivery.

Experience conducting market research to evaluate opportunities within existing customer segments and adjacent markets.

Strong product judgment, balancing customer evidence, usage analytics, strategic priorities, and business impact when making roadmap decisions.

Analytical thinking and a data-driven approach to decision-making, performance measurement, and accountability.

Experience building or managing Product Operations, with working knowledge of tools such as Jira, Productboard, and Amplitude.

Excellent written and verbal communication skills, strong organizational abilities, and a consistent focus on outcomes.

Experience in last-mile logistics or delivery is an advantage.

Benefits:

Remote-first work environment, with quarterly domestic travel.

Generous employee stock options.

Comprehensive health, dental, vision, life, and disability insurance.

401(k) retirement plan.

Flexible paid time off (PTO).

Compensation for the Canada-based role is listed at CAD 225,000–275,000 per year . Final compensation and employment terms should be confirmed during the hiring process.

How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best!  Why Apply Through Jobgether? 

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