Senior Product Manager, Accounting

Accountabilities:

• • Define and execute the product vision and roadmap for accounting capabilities, balancing regulatory and compliance requirements, business intelligence needs, customer value, and opportunities for AI-powered bookkeeping.
  • Establish a clear product perspective on where AI can accelerate, automate, and improve accounting workflows while identifying areas where human judgment and oversight should remain essential.
  • Partner with Design, Engineering, and Data teams to ensure product initiatives have clear success criteria, appropriate metrics, feedback loops, and measurable outcomes.
  • Develop strong relationships with firm administrators, bookkeepers, accountants, managing partners, and other financial stakeholders to understand how financial decisions are made within legal practices.
  • Champion both compliance and business insight, helping customers maintain accurate financial processes while gaining a clearer understanding of their firm's financial performance.
  • Translate complex accounting concepts, bookkeeping workflows, and regulatory requirements into clear product requirements and intuitive customer experiences.
  • Collaborate across Billing, Payments, Reporting, and Platform teams to ensure accounting capabilities integrate effectively with the broader product ecosystem.
  • Partner with go-to-market, Customer Success, and Compliance stakeholders to increase adoption, reduce customer friction, and support successful expansion of accounting capabilities.
  • Communicate product strategy, priorities, roadmap decisions, and trade-offs clearly to diverse audiences, from technical teams to senior executives.
  • Apply design thinking and business process analysis to simplify complex workflows and create experiences that are intuitive without compromising accounting accuracy or compliance.
  • Maintain a strong customer focus by regularly engaging with users, incorporating their feedback into product decisions, and using customer experience alongside data to guide priorities.
  • Take ownership of outcomes across organizational boundaries, proactively addressing challenges and aligning multiple teams around measurable customer and business impact.

  Requirements:

  • 6+ years of product management experience, including meaningful experience in B2B SaaS, with a background in FinTech, accounting software, business operations tools, or a related domain strongly preferred.
  • Strong working knowledge of bookkeeping and accounting fundamentals, including double-entry bookkeeping, reconciliation, trust accounting, and financial reporting.
  • Ability to engage credibly with accounting and finance practitioners without necessarily holding a CPA or equivalent certification.
  • Genuine interest in helping businesses understand and act on their financial performance rather than simply tracking financial information.
  • A thoughtful perspective on the role of AI in accounting and bookkeeping, with sound judgment around practical opportunities, limitations, accuracy, and responsible implementation.
  • Experience applying design thinking, product strategy, and business process analysis to simplify complex workflows and deliver intuitive user experiences.
  • Exceptional communication skills, with the ability to present strategy and recommendations to executives while also translating requirements into actionable direction for technical teams.
  • Demonstrated ability to collaborate across multiple functions, align stakeholders, and drive initiatives toward measurable outcomes.
  • Entrepreneurial mindset with a strong sense of ownership and willingness to work beyond traditional role boundaries when needed to deliver results.
  • Strong outcomes orientation, with a demonstrated ability to connect product decisions and initiatives to meaningful customer and business metrics.
  • Customer-focused approach, including regular customer engagement and the ability to balance quantitative data with qualitative customer insights.
  • Experience in legal technology or another regulated industry such as financial services, healthcare, or professional services is a plus.
  • Familiarity with trust accounting regulations or legal-specific compliance requirements is beneficial.
  • Experience with accounting integrations such as QuickBooks or Xero, or with FinTech data pipelines, is advantageous.
  • Experience launching AI-first features in high-trust or compliance-sensitive environments is a plus.

  Benefits:

  • Salary: Expected range of $137,500–$186,100 CAD, with initial placement based on geographic region, experience, skillset, and other relevant factors.
  • Health coverage: Competitive health, dental, and vision insurance.
  • Work arrangement: Hybrid flexibility, with employees near designated hubs generally expected to work from the office at least twice per week.
  • Time off: Flexible time-off policy, with approximately 20 days encouraged annually.
  • Wellness support:$2,000 annual counseling benefit.
  • Retirement and family savings: RRSP matching and RESP contributions.
  • Recognition: Long-term service recognition through a dedicated anniversary program.
  • Professional environment: Opportunity to shape a new product role and influence accounting technology, AI-enabled workflows, and financial operations for professional services.
  • Cross-functional exposure: Collaboration with Product, Engineering, Design, Data, Compliance, Customer Success, Billing, Payments, and Reporting teams.