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Head of Canadian Solutions

Caseware


Job Location:

Toronto - Canada

Yearly Salary: CAD 175000 - 195000
Posted: 30 August 2026 (6 days ago)
Application Deadline: 3 December 2026
Vacancies: 1 Vacancy

Job Summary

Caseware is one of Canadas original Fintech companies having led the global audit and accounting software industry for over 30 years with more than 500000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

As the Head of Canadian Solutions at Caseware you will drive the product vision strategy and roadmap for our Canadian audit assurance and financial reporting products. You will lead develop and grow a team of product managers and be the person accountable for what Caseware builds for the Canadian market and why.

You will decide what should be built and for whom size the opportunity behind it and set the priorities the roadmap runs to. You will be the internal expert on the Canadian profession and the external face of Caseware to it.

Youll be reporting into:

VP Product Enterprise Solutions & Ecosystem

CPA (Canada) in good standing is a hard requirement.

Candidates must be eligible to work in Canada. This role will require some travel.

This is a full-time permanent position

This is a new vacancy

Location: This is a hybrid role requiring the successful candidate to work 3 days a week in our Toronto office located at 351 King St E Suite 1100 Toronto ON.

What you will be doing:

Strategy and roadmap

  • Own the product vision strategy and roadmap for Canadian audit assurance and financial reporting solutions.

  • Define what should be built for the Canadian market for whom and the opportunity it addresses.

  • Ensure the Canadian roadmap aligns with the overall product and company vision.

  • Own prioritization scoping and planning for the Canadian portfolio and identify and mitigate delivery risks against the roadmap.

  • Decide what enters the portfolio and what is retired and produce the business case behind each decision.

  • Make the build buy or partner recommendation for Canadian capability gaps.

  • Report Canadian portfolio performance to senior leadership.

Market and customers

  • Be an expert on the Canadian public accounting domain the market and the trends shaping it.

  • Keep Canadian solutions current with CPA Canada standards including CAS ASPE ASNPO and IFRS as adopted in Canada and interpret changes before they land.

  • Be the champion and voice of the customer and build lasting relationships with Canadian firms.

  • Feed what you learn from customers back into the roadmap.

  • Represent Caseware to the Canadian profession including standard-setters firm advisory groups and industry bodies.

Quality and compliance

  • Hold quality as a top priority and treat standards compliance as a deliverable rather than an assumption.

  • Set the bar a Canadian solution must meet before it ships.

Go-to-market and commercial

  • Work with go-to-market teams on positioning launch enablement and the success of Canadian solutions in market.

  • Contribute the product view to commercial strategy pricing and packaging for the Canadian portfolio.

Team and leadership

  • Lead hire and develop the product management team and grow it as the portfolio grows.

  • Set the strategy out clearly and often so everyone working on Canadian solutions understands where it is going and why.

What you will bring:
  • A CPA (Canada) in good standing with a strong interest in technology.

  • Actively practiced within the last ten years.

  • Deep knowledge of current Canadian audit and accounting standards and the ability to read and interpret future standards.

  • 10 years of public accounting experience or combined public accounting and product management experience

  • Experience leading and growing teams.

  • Experience working with sales customer success and marketing teams on pipeline go-to-market and retention.

  • Experience prioritizing and planning across competing demands and surfacing risk early rather than late.

  • Able to set out a strategy and the evidence behind it to a senior audience.

  • A lifelong learner self-motivated to stay current with professional standards and changes in the accounting and auditing profession.

  • Results orientated willing to roll up their sleeves and take initiative.

  • A self-starter who works effectively without daily supervision and communicates clearly with colleagues across regions.

Salary Range:

The annual base salary for this position is between $175000 CAD and $195000 CAD per year.

This role is also eligible for discretionary bonus and/or commission as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills relevant experience market conditions and primary work location. The posted range is subject to change and may be updated periodically.


Whats in it for you:

Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting constantly pushing the boundaries to create impactful software solutions.
We are committed to a collaborative culture where your ideas are valued and knowledge sharing is encouraged within a supportive inclusive team.
Work-life balance is important to us. We offer flexible work options remote opportunities and generous time-off policies to ensure a healthy work-life balance.
We offer competitive compensation including a competitive salary and comprehensive benefits such as health insurance and retirement plans.
We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
Recognition and rewards matter to us. We celebrate hard work through recognition programs performance bonuses and opportunities for career growth.
We embrace global opportunities. Work on international projects and collaborate with a diverse global team.

About Caseware:
Casewares cutting-edge software products are meticulously designed for accounting firms corporations and teams are continually collaborating innovating and building upon our existing suite of products. With a customer-focused mindset we are building technology that is shaping what the future of audits financial reporting and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020 Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Casewares core values is Many Voices One Team and with that in mind were dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process please e-mail our People Operations team at emailprotected.

AI Usage:
The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness transparency and oversight.

Background Check:
Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residingin the Netherlands and Germany are excluded from undergoing background checks via

Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @ and our open positions are always listed on reputable job boards and on our website We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer proceed with extreme caution.
We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications analyzing resumes or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed please contact us.

Required Experience:

Director


About Company

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Accounting, audit, analytics and compliance software built by seasoned accountants. Manage your audit and financial reporting more efficiently with less risk.

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