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!
We’re looking for a seasoned and pragmatic Senior Human Resources Business Partner to support our Engineering, Product, Technology, and Information Security organizations. This role partners closely with senior technology leaders, including the CTO, CPO, and CISO, and plays a critical role in enabling high-performing, scalable, and engaged technical teams across a global organization.
If you are a thoughtful HR leader who combines strong business judgment with hands-on execution and who is comfortable navigating complexity, ambiguity, and change this is an opportunity to make a meaningful impact.
❗This is an Existing Vacancy
❗This is a Full-time permanent position
📍 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, Toronto, ON.
What you will be doing:
- Strategic Business Partnership:
- Act as a trusted advisor to senior technology, product, and security leaders, providing solution-oriented, business-aligned people guidance.
- Partner with leaders on organizational design, workforce planning, role clarity, and team effectiveness to support delivery and long-term sustainability.
- Support leadership teams through performance management, talent reviews, succession planning, retention planning, and the delivery of core people programs.
- Support global leaders and leadership teams across regions, partnering effectively in a matrixed, international environment.
- Employee Relations & Leadership Support:
- Manage and advise on complex employee relations matters, applying sound judgment, discretion, and consistency across regions.
- Coach leaders on people leadership topics including performance, feedback, development, and navigating sensitive situations.
- Support leadership transitions and team changes with clarity, empathy, and structure.
- Data, Insights & Program Execution:
- Leverage people data and AI-driven insights to identify trends related to engagement, attrition, productivity, and organizational health, particularly within technical teams.
- Translate insights into clear recommendations and actions that leaders can realistically execute.
- Partner with People Operations, Total Rewards & Analytics, Talent Acquisition, and FP&A to ensure people programs are aligned, scalable, well-governed, and effectively delivered.
- People Leadership & Cross-Functional Collaboration:
- Directly manage and develop 1–2 People team members, providing coaching, prioritization, and support to ensure high-quality execution.
- Collaborate closely with regional HRBPs and global People team partners to ensure consistent people practices across geographies.
- Support change initiatives through clear planning, stakeholder alignment, and disciplined execution.
- Act as a steady, credible presence for leaders and teams during periods of growth, change, or increased complexity.
What you will bring:
- 5+ years of experience as an HR Business Partner supporting senior leaders, ideally within engineering, product, technology, or security environments.
- Demonstrated ability to operate effectively at both strategic and executional levels, with a strong solution-oriented mindset.
- Strong judgment and experience handling complex employee relations and leadership issues.
- Comfortable using data to inform decisions, while balancing nuance and real-world context, including leveraging emerging tools and technologies (such as AI-enabled insights) to improve people practices and decision-making.
- Experience working in a global organization, partnering across regions and time zones.
- Proven track record of building trusted relationships with senior leaders and influencing outcomes.
- Collaborative, calm under pressure, and able to prioritize effectively in a fast-paced, global environment.
- Clear, direct communicator with a practical, solutions-oriented mindset.
Nice to have:
- Experience supporting engineering, product, technology, or information security organizations.
- Exposure to global or distributed teams across multiple regions.
- Background in organizational design, change management, or leadership development.
- Experience in a SaaS, technology, or B2B environment, including PE-backed organizations.
- Interest in or exposure to AI-enabled tools or future-facing HR technologies to enhance efficiency, insights, and scalability.
Salary Range:
The annual base salary for this position is between $130,000 CAD and $145,000 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 [email protected].
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 residing in 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 https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.
