Chief People Officer position at Caseware.| Canada

_2026-01-29 bot

Caseware Chief People Officer

Experience: Highly Experienced

Pattern: Full Time - Permanent

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MBA

Toronto, ON....Canada

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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 require an experienced, dynamic, and strategic, Chief People Officer to lead People & Culture for a globally distributed workforce across 17 countries, expanding and improving how we support our employees as the company grows, and to define, direct, and own the end-to-end People operations (HR, Payroll & Recruitment) strategy. This is a senior executive position, reporting directly to our Chief Executive Officer as a key leader on the Executive Leadership Team. This position is permanent and full-time (40-hours per week) and will be based out of our business address located at 351 King Street East, Suite 1100, Toronto, ON. M5A 2W4. While work-from-home will be permitted from time-to-time, the Chief People Officer will be expected to be physically present at our office location up to 3-5-days per week. \n Specific responsibilities of the position would include: <ul><li>Ensuring the People Operations team is implementing best-in-class People & Culture programs and initiatives, such as analytics, total rewards, workforce planning, global workforce planning and multi-jurisdictional employment frameworks, international expansion, leadership and employee development, diversity, equity and inclusion, retention and engagement strategies, and organizational change management. </li><li>Playing an active leadership role in the diligence and integration efforts, including people, culture, systems and organizational design, as Caseware continues to grow its global footprint through an M&A strategy. </li><li>Acting as a strategic partner to all members of the Executive Leadership Team, Board of Directors and People Leaders, by providing insightful, innovative, and empathetic problem solving on workforce strategy, leadership effectiveness, an organizational performance.</li><li>Developing a scalable People Operations strategy in line with the business mission and vision needs, supporting sustained global growth and operational scale, while honoring our company values. </li><li>Continuing to build upon a performance-based culture focused on setting measurable objectives, enterprise-wide performance frameworks, developing employee engagement programs, promoting accountability, and encouraging regular feedback. </li><li>Developing an employee and candidate value proposition through compensations/rewards, benefits, recognition, learning and development, including global compensation and benefits frameworks, that supports recruitment and retention of talent, and also motivates and drives performance. </li><li>Providing coaching, mentorship, and development opportunities to senior people leaders and teams to ensure continuous learning, the evolution of the People function, and development of the team’s capabilities. </li><li>Managing operating budgets for the People Operations and Facilities division, including employee salaries and benefits and all departmental costs, across multiple regions and jurisdictions. </li><li>Partnering with IT, Finance, and Legal to ensure People policies and practices comply with applicable laws, standards, and best practices globally, including employment, data privacy and regulatory requirements. </li><li>Facilitating coordination and management of our workspaces and facilities operations, including vendor relationships, building maintenance, and ongoing office space needs. </li><li>Delivering timely and informative internal communications to employees across a globally distributed workforce, breaking down silos and positively impacting alignment, through scalable communication channels, leadership messages, and structured change communications supporting organizational transformation and growth. </li><li>All duties and responsibilities will be performed in English. </li></ul> Required Experience and Qualifications:<ul><li>10+ years of HR/People Operations or related experience, with at least 8 years leading global HR functions, including senior executive leadership of a People department or function. </li><li>A bachelor’s degree in business or HR management, or related field; MBA or Master’s degree; or advanced professional HR certifications or executive development is considered an asset. </li><li>At least 8-years of global HR leadership experience with international expansion across multiple regions, including both organic and mergers & acquisitions.</li><li>Experience and success leading HR operations within a global SaaS, technology, or technology-enabled organization operating at scale. </li><li>Demonstrated ability to lead people-related due diligence and post-acquisition integrations activities international, including organizational design, leadership alignment and people systems integration. </li><li>Ability to lead the development and execution of sustainable diversity, equity, inclusion and belonging programs across a global workforce. </li><li>High level of business acumen with the ability to build relationships, foster collaboration and influence executive-level decision-making across a organization using data, analytics, and various forms of feedback. </li><li>Extensive experience preparing and presenting people and workforce strategies, metrics and reporting updates to senior leadership teams, board members and external stakeholders. </li></ul> \nSalary range: The salary range for this position would be between CAD$270,000 and CAD$320,000, depending on experience level. The successful candidate will also be eligible for a discretionary annual bonus, equity participation, and a comprehensive benefits package including medical, vision, dental, life insurance, disability coverage, company matching retirement savings and employee assistance programs.  Relocation costs to be covered by the employer.  Interested candidates, please send your resumes to <a rel="noopener noreferrer" class="postings-link" style="font-size: 16px;" href="mailto:aruba.iqbal@caseware.com">aruba.iqbal@caseware.com</a> 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 talent@caseware.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 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.

Chief People Officer job opportunity at Caseware.

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