Director of IT & Enterprise Systems

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 are seeking a highly motivated and detail-oriented Director of IT & Enterprise Systems to join our Technology Team at Caseware, a leading SaaS organization. As a Director of IT & Enterprise Systems, you will play a critical role in overseeing all corporate IT and Enterprise Systems, processes, and infrastructure. You will provide technical leadership, operational oversight, and strategic guidance to ensure Caseware leverages technology to drive innovation, operational efficiency, and business growth.

In this role, you will be instrumental in maturing our enterprise systems, establishing robust procurement processes, and developing a cohesive data governance and reporting strategy. A key focus will be stabilizing our business systems integration project while providing strategic guidance to evolve our IT and enterprise systems landscape. You will manage a technical team that supports and enhances operational technology at Caseware, including Enterprise Systems platforms, to provide seamless integrations, upgrades, reporting, and security across all back-office systems.

❗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, Suite 1100, Toronto, ON.

Contact:

Maira Russo - Principal Talent Acquisition Partner & Coach

• Oversee the management and optimization of corporate IT systems, including cloud-based collaboration tools, access management systems, reporting platforms, and other critical IT services
• Lead and mature our enterprise systems integration strategy, particularly for our core platforms (Salesforce, NetSuite, HubSpot) and develop processes for system intake and integration
• Effectively manage technical consultants and vendors, ensuring they deliver high-quality solutions aligned with business requirements while maintaining budgetary control
• Develop and implement a centralized IT procurement strategy to ensure cost-effective purchasing decisions, proper vendor management, and elimination of redundant services/licenses
• Create a comprehensive data governance framework and cohesive reporting strategy that unifies commercial, financial, and data analytics reporting
• Evolve our IT group into a systems-thinking organization that drives efficiency and innovation
• Ensure the secure and efficient operation of IT processes, with a focus on scalability and reliability to meet business needs
• Build, mentor, and manage a global high-performing technical team responsible for IT infrastructure and enterprise systems
• Partner closely with the Security team to ensure alignment with organizational security policies, standards, and regulations (GDPR, CCPA, SOC 2, ISO 27001, etc.)
• Work with senior leadership to establish clear OKRs for the IT organization, with an immediate focus on stabilizing key systems and maturing enterprise processes

• Bachelor's degree in Information Technology, Computer Science, or a related field
• 7+ years of progressive IT leadership experience, including managing enterprise systems and technical teams
• Proven experience with systems integration, particularly with Salesforce, NetSuite, and other enterprise platforms
• Strong technical background with demonstrated ability to manage consultants and vendors effectively
• Experience developing and implementing IT procurement strategies and vendor management processes
• Expertise in data governance, reporting, and analytics strategy development
• Strong systems thinking approach with the ability to transform transactional IT teams into strategic business partners
• Strategic thinking and vision-setting capabilities with a track record of implementing efficiency improvements
• Excellent stakeholder management and communication skills
• Proven capability to communicate technical concepts to senior and executive leadership
• Results-oriented approach with a focus on driving business outcomes through technology

• Opportunity to lead IT strategy and implementation at a growing global SaaS leader
• Work with a talented, cross-functional team in a collaborative environment
• Contribute to innovative technology solutions that support business growth
• Competitive salary and comprehensive benefits package
• Professional development opportunities
• Hybrid work environment with flexible scheduling
• A collaborative, diverse, and inclusive company culture driven by our core values

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.

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.