Senior Product Manager, Work Planning

MaintainX•Toronto, CA

About The Position

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the Forbes 2025 Cloud 100, the definitive ranking of the top 100 private cloud companies in the world. We're growing fast and hiring the Product talent to match. We are seeking a Senior Product Manager to own the Work Planning capabilities in our Core division. This division contains the bulk of MaintainX features that our customers use every day, including work orders, maintenance plans, parts inventories, and other frontline workflows and analytics. We are looking for someone with deep experience building workflow products for complex operational environments and a track record of turning foundational systems into enterprise differentiators. As MaintainX moves upmarket, our customers need more than a system that creates work — they need a system that ensures every job is fully prepared before a technician picks up a wrench. If owning that problem end-to-end excites you, we want to speak to you.

Requirements

5–7 years in product management with meaningful time spent building tools for complex operational workflows, ideally at a company serving enterprise customers
Proven experience building highly configurable systems for complex operational environments — you've designed products where the challenge was making powerful rules, automation, or configuration accessible to non-technical users across a wide range of enterprise setups
Comfortable navigating cross-team dependencies and making smart scope trade-offs on dependency-heavy features — able to define requirements across adjacent teams while staying laser-focused on downstream customer outcomes
Proven ability to drive your own discovery in greenfield product areas — you've defined problems from scratch, not just solved well-scoped ones, and you've established measurement baselines where none existed before
Able to inspire and rally a team around a clear vision, strategy, and roadmap — connecting day-to-day work to specific KPIs and business goals, and building credibility across all levels from ICs to executives

Nice To Haves

Experience in industrial, field service, or operational technology domains is a strong signal but not a requirement.
Interest in AI/agentic product experiences is a plus — the long-term vision includes intelligent automation and you should be excited about building the foundations for that

Responsibilities

Own preventive maintenance end-to-end — the backbone of every maintenance operation and the system that generates the majority of our customers' work. You'll define how PM programs work, how work flows through the system, and how we evolve this foundation to meet the needs of increasingly complex enterprise organizations
Own the full journey from work request to execution-ready work order — the request portal where needs are submitted, the planner's tools for triaging and preparing work, and the workflow that ensures every job arrives at execution with the right plan, parts, and approvals so technicians spend their time turning wrenches, not chasing information
Pioneer agentic planning experiences — from auto-enriching work orders with historical job data to proactively surfacing readiness gaps and forecasting workload, building the intelligent layer that helps planners shift from chasing information to making decisions
Own the metrics that tell our customers whether their planning function is performing — PM compliance, planned vs. reactive work ratio, backlog health, and planning accuracy. You'll define what these metrics mean in MaintainX, build the measurement layer, and give maintenance leaders the visibility they need to improve
Work closely with Sales to help close and expand large accounts by crisply articulating how MaintainX's planning and work readiness capabilities meet the needs of senior maintenance and operations leaders
Inspire and motivate a team of designers and engineers to achieve ambitious outcomes, defining and measuring success using operational metrics that tie directly to customer value