Head of Product — Canadian Solutions

About Caseware

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 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.

You’ll 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 $175,000 CAD and $195,000 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.

What’s 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

Caseware’s cutting‑edge software products are meticulously designed for accounting firms, corporations, and governments. Our 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 Caseware’s core values is Many Voices, One Team and with that in mind, we’re 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 View email address on apply.j-vers.com.

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 Certn.co 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 Certn.co

Security and Fraud

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com 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.