Senior Product Manager

About Occupier

Occupier is the modern lease management platform that real estate and finance teams at high-growth brands rely on every day. We help corporate tenants centralize their lease data, automate compliance, stay ahead of every deadline, and maintain visibility across their entire portfolio.
We are a hands-on team that takes pride in what we build. AI is core to everything we do, from the product our customers rely on to how we work internally. We hold ourselves to a high bar and are always working to raise it.

The opportunity in front of us is real. The way tenants manage their leases has not changed much in the last few years, and we are leading the shift. Trusted by brands like [solidcore], Vuori, Van Leeuwen, and Seismic, across over 100,000 leases, the market opportunity is significant and the timing has never been better.

About The Job

This is an individual contributor (IC) role owning our flagship lease administration and deal management products — the core of what our customers use every day.

• You will own the roadmap and execution for lease administration and deal management, from discovery through delivery.
• You will define requirements, write specs, and partner closely with engineering and design to ship high-quality features on a regular cadence.
• You will identify where AI can fundamentally change how our customers work — not as a bolt-on, but as a rethink of the workflow itself.
• You will talk to customers constantly — synthesizing feedback, identifying patterns, and translating real pain points into product decisions.
• You will drive alignment across engineering, customer success, and go-to-market on what we're building and why.
• You will contribute to setting a high bar for how PM work gets done at Occupier — process, documentation, prioritization frameworks.

About You

• You are a strong written communicator — your specs are clear, your reasoning is tight, and stakeholders rarely need to ask follow-up questions.
• You use AI tools heavily in your own work — research, writing, synthesis, prioritization — and you don't wait to be shown how.
• You are comfortable going deep into a complex domain and becoming an internal expert.
• You make decisions with incomplete information and don't wait for perfect data.
• You are opinionated but collaborative — you have a point of view and can defend it, but you update when you're wrong.
• You are self-directed and thrive without heavy management overhead.
• You care about craft — yours and the team's.
• You are outcomes-focused, always tying product efforts to customer and business needs

Requirements

• 5+ years of product management experience, with at least 2 years owning a core B2B SaaS product.
• Experience with workflow-heavy, data-intensive products (lease management, ERP, accounting, legal tech, or similar domains a strong plus).
• You have shipped AI-powered features or have a clear, grounded point of view on where AI creates real leverage in B2B workflows — and where it doesn't.
• Demonstrated ability to drive a product area end-to-end: discovery, prioritization, delivery, and iteration.
• Comfortable working in a small team where you are the only PM on a product area.
• Experience working directly with customers — not just reading research, but running calls and synthesizing insights yourself.

Why Occupier

• Competitive compensation packages.
• Excellent medical, vision, and dental plans — we contribute.
• Generous family leave policies.
• Unlimited time off and half-day Summer Fridays.
• Remote-first culture, with offices in Toronto and Boston if you'd like to be in an office environment.