Senior Product Manager

Location: REMOTE / Toronto, Ontario. This job allows you to work remotely. We are looking for a Product Manager who can own one of our most active and strategically important product areas: the Shopify integration and broader e-commerce accounting workflows. This is a highly cross‑functional, hands‑on role that requires strong systems thinking, the ability to understand complex technical products, and the drive to lead a team through both stability work and new product development. You will guide the product’s direction, manage its lifecycle, and work closely with engineering, customer success, design, and other teams to deliver a scalable, reliable, and forward‑looking experience for merchants. Key Responsibilities Product Strategy & Vision: Define the roadmap and long‑term direction for the Shopify integration and related financial workflows. Identify gaps, new opportunities, and areas requiring re‑architecture or stabilization. Ensure the product evolves in step with Shopify’s rapidly changing ecosystem, including new initiatives like Shopify B2B. Customer & Market Understanding: Develop deep knowledge of the e‑commerce accounting domain, merchant workflows, and operational challenges. Gather internal and external requirements, analyze customer feedback, and conduct market and competitive research. Act as the “voice of the customer,” ensuring decisions reflect real‑world use cases and pain points. Feature Prioritization & Development: Scope, prioritize, and sequence work based on customer impact, product health, and business goals. Partner closely with engineering to understand how complex systems fit together and extend them safely. Balance short‑term fixes, scaling work, and net‑new feature development. Execution & Delivery: Lead cross‑functional coordination from concept to launch, ensuring alignment across engineering, CS, and finance/accounting stakeholders. Support release planning, customer communication, and beta programs for new features or architectural changes. Documentation & Quality: Create product specs, release notes, and internal documentation. Perform validation and acceptance testing to ensure accuracy, quality, and product integrity. Performance Analysis: Define and track key metrics to understand product health, scalability, performance, and user satisfaction. Use data to guide decisions, validate outcomes, and drive continuous improvement. Stakeholder Communication: Clearly communicate product direction, decisions, risks, and progress. Drive alignment with internal teams and maintain transparency as priorities shift or new information emerges. Must Have Skills Required Skills & Qualifications Experience 5+ years of product management experience, ideally with SaaS products. Demonstrated ability to work with complex systems, data‑heavy or operational products, or integrations requiring deep understanding. Proven experience managing a product through multiple stages of its lifecycle. Systems Thinking Ability to understand how technical components fit together, reason about complicated workflows, and make sound architecture‑aware decisions. Comfortable working through ambiguity and “wrangling a beast” — taking ownership of challenging product areas. Problem‑Solving & Analytical Strength Excellent analytical skills, with a willingness to dive into details, data models, edge cases, and customer scenarios. Skilled at making informed tradeoffs across customer needs, technical constraints, and business priorities. Communication & Leadership Strong communication skills with the ability to guide cross‑functional teams and influence without direct authority. Able to lead engineering partners, set direction, and prevent the “tail from wagging the dog.” Technical Acumen Familiarity with software development processes and tools such as Jira. Comfortable discussing data models, workflows, and system‑level reasoning with engineers. Self‑Motivation Self‑directed, proactive, and able to drive outcomes in a fast‑moving environment with evolving requirements. Empathy & Collaboration Strong empathy for merchants, customer success teams, and internal stakeholders. Ability to balance strategic impact with operational realities. Nice to Have Skills Experience working with Agile/SCRUM teams. Exposure to e‑commerce platforms (e.g., Shopify, Amazon), especially operational or accounting workflows. Knowledge of accounting systems (e.g., Xero, QuickBooks) or general bookkeeping/accounting concepts such as GL, debits/credits, and financial reconciliation. Experience with integrations, financial data, or complex backend systems. #J-18808-Ljbffr