About Rentsync:
Rentsync is an award-winning, high-growth organization that provides high quality websites, marketing services, and software solutions to the rental and property management industry throughout Canada and the United States.
We're looking for a senior product manager to take end-to-end ownership of a product area within our growing portfolio. You'll set strategy, drive the roadmap, and ship measurable outcomes, operating with a high degree of autonomy in a fast-paced, cross-functional environment.
This is a role for someone who has already done the job at a senior level: you've owned products through full lifecycles, you make decisions grounded in data, and you're comfortable getting into technical detail with engineering rather than handing off a spec. Comfort with our domain (proptech, rental marketplaces, or data/analytics products) is a strong advantage.
This is a hybrid/remote position and qualified candidates across Canada are encouraged to apply.
What you'll own- Set the vision, strategy, and multi-quarter roadmap for your product area, aligned to company objectives, and make the prioritization calls that come with it.
- Run discovery end to end, covering market and competitor analysis, customer interviews, and quantitative data, to find opportunities and validate direction.
- Own delivery with engineering and design: scope, tradeoffs, and on-time shipping of high-quality releases.
- Define the KPIs for your area, instrument them, and drive measurable post-launch impact, not just ship features.
- Partner across Engineering, Design, Marketing, Sales, and Data to align and execute, and communicate plans, progress, and results clearly to senior stakeholders.
- Write the specs and product documentation that keep a cross-functional team moving.
- Mentor other product managers and raise the bar for product practice across the team.
- 5+ years in a formal Product Manager role (Product Manager, Senior / Lead / Principal / Group PM) at a software company. Time spent earlier in your career as a product owner, analyst, designer, or project manager is valued, but this role requires substantive tenure owning products as a PM.
- A proven track record of launching software products and owning them through the full lifecycle, with concrete, measurable results (specific KPI or revenue impact, not "drove growth").
- Strong data and analytics fluency: comfortable with BI tools, experimentation and A/B testing, and making metric-driven decisions.
- Demonstrated ability to lead cross-functional teams (Engineering, Design, Marketing, Sales, Data) and manage senior stakeholders.
- Experience running market research, competitive analysis, and customer discovery that changed product direction.
- Experience mentoring and developing other team members.
- Exceptional communication, able to convey complex product ideas clearly to technical and non-technical audiences alike.
- Comfort navigating ambiguity and driving momentum with minimal direction.
- A technical background: a CS or engineering degree, a prior software engineering role, or hands-on programming experience. We work closely with engineering and value PMs who can engage in technical depth, reason about APIs and architecture tradeoffs, and prototype or build (including with modern AI tooling).
- Proptech / real estate experience: property-management SaaS, rental or real-estate marketplaces, or proptech-fintech.
- Data or analytics product experience: having owned a BI, dashboard, market-intelligence, or data-API product
- AI / LLM product experience: shipped AI-powered features, prompt engineering and LLM feature development, or AI evaluation work (test-set creation, rating rubrics, A/B and regression testing, and monitoring quality, latency, and cost).
- API documentation/prototyping (Postman, Swagger/OpenAPI).
- Figma/Miro for requirements and user flows.
Rentsync is an equal opportunity employer. If you are selected to participate in the interview process and require unique accommodations, please don't hesitate to let us know. Successful candidates may be required to complete a criminal background check in the final phase of the interview process.
Skills Required
- 3+ years of workplace product management experience
- Proven track record in launching successful products and managing lifecycle
- Experience conducting market research, competitive analyses, and leveraging customer insights
- Demonstrated capability in leading cross-functional teams (Engineering, Design, Marketing, Data)
- Experience mentoring and developing team members
- Excellent analytical and problem-solving skills with a structured approach to prioritization
- Strong quantitative skills and proficiency with analytics and business intelligence (BI) tools
- Exceptional communication and interpersonal skills to convey complex product ideas
- Solid understanding of product strategy development, roadmapping, and project management tools
- Strong leadership and stakeholder management capabilities
- Comfort navigating ambiguous, fast-changing environments
- API documentation/prototyping experience (Postman, Swagger/OpenAPI)
- Figma and Miro collaboration for requirements and user flows
- Experience in real estate and/or marketing syndication
- Prompt engineering and LLM feature development experience
- AI evaluation experience: test set creation, rating rubrics, A/B and regression testing, monitoring quality, latency, and cost
What We Do
Rentsync equips Canada’s rental housing professionals with the tools, data, and services they need to market smarter, lease faster, and manage more efficiently. Our ecosystem includes Rentals.ca: Canada’s leading online rental marketplace, and Building Stack: the leasing and resident management platform that powers operational success across all portfolio sizes. From listing syndication, lead automation and lease signing to digital advertising, brand development, and custom websites, Rentsync supports the entire list-to-lease (and beyond) lifecycle. Our expert Agency Services team works as an extension of yours, delivering strategic digital campaigns and creative execution tailored to your leasing goals. With built-in performance reporting and a suite of Rental Market Intelligence products and services, we give clients the data insights they need to act quickly and optimize strategy at every stage. List. Lease. Live. All with Rentsync.
