About Zipline

Zipline is a well-funded, rapidly growing SaaS company transforming how frontline teams work. We empower the world’s leading brands across retail, healthcare, logistics, and beyond to connect, align, and inspire their employees- from headquarters to the front lines. Our customers consistently give us best-in-class NPS and CSAT scores, and they rave about how Zipline makes their teams’ lives easier and their businesses more effective. We’re also a fully remote company, with passionate employees across the U.S., Canada, and around the globe.

The Role

Zipline's core product powers how leading retailers operate their frontline, and we're evolving it into an AI-first platform for frontline operations.

As Director of Product, Core Business, you'll lead the strategy, roadmap, and execution for Zipline's core platform, serving more than 620,000 frontline workers across 200+ global brands. You'll lead an established team of Product Managers, shape the 12 to 18 month roadmap, and ensure our product investments drive customer value, business growth, and platform innovation.

Reporting to the SVP of Product, you'll be responsible for translating company strategy into product outcomes while building a high-performing product organization, that meets the unique and complex needs of an Enterprise B2B SaaS company. You'll partner closely with Engineering, Design, Customer Success, Sales, and other cross-functional leaders to deliver meaningful business impact and embed AI-first thinking across our platform. This role includes up to 30% travel.

What You'll Do

Lead Product Strategy and Execution

REQUIRED experience leading Product for an Enterprise B2B SaaS product (non-negotiable).

Own the vision, roadmap, and prioritization for Zipline's core platform.

Translate company strategy into clear product investments that drive customer and business outcomes.

Balance customer needs, market opportunities, and technical considerations to make informed product decisions.

Develop a High-Performing Product Management Team

Lead, coach, and grow a team of Product Managers.

Foster strong product thinking, accountability, and autonomous decision making.

Build an environment where teams consistently deliver high-quality outcomes.

Drive Cross-Functional Execution

Partner closely with Engineering and Design leadership to deliver against strategic priorities.

Align teams around shared goals, resolve obstacles, and ensure effective planning and execution.

Continuously improve how product teams operate and scale.

Champion AI-first Product Innovation

Integrate AI capabilities into the core product strategy in ways that create meaningful customer value.

Help both the product and product organization adopt AI-native ways of thinking and working.

Represent the Customer

Develop deep understanding of customer needs, frontline operations, and market trends.

Partner with Customer Success and Sales to ensure roadmap priorities support retention, expansion, and long-term growth.

Represent the core product vision with customers, prospects, and at company events.

What This Role Does Not Own

New product incubation or future growth ventures (owned by the Director of Product, Strategic Ventures)

Engineering management or technical architecture

Design organization leadership

Product-led growth strategy

Corporate development or partnerships

What Success Looks Like

A clear, strategic roadmap that delivers measurable customer and business impact.

A high-performing Product Management team with strong ownership and execution.

Cross-functional teams operating with clarity, speed, and alignment.

AI meaningfully embedded into both the product and the way the product organization works.

Continued growth in customer satisfaction, adoption, and revenue driven by the core platform.

A trusted product leader who can confidently represent Zipline's product vision internally and externally.

Compensation

At Zipline, we're committed to paying our team fairly, transparently, and in a way that supports growth. This role is targeting an annual salary within Canada of $230,000 CAD to $290,000 CAD. The broad salary ranges reflect the growth someone will experience in the role—from developing skills to reaching expertise within their career level. We've found that hiring team members with the expectation of being accomplished in the role sets them up for success, which for this position on the Canadian band is $230,000 CAD. Salaries below this point typically reflect someone with potential but still building the necessary skills, while salaries above are for individuals already excelling in the role, with a deep understanding of Zipline's impact on customers, product, and company.