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Senior IT Manager

Caseware

Job Location:

Toronto - Canada

Monthly Salary: Not provided by the employer

Posted: 7 May 2026 (30+ days ago)

Application Deadline: 14 September 2026

Vacancies: 1 Vacancy

The job posting is outdated and position may be filled

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!

We are looking for an IT Manager or Senior IT Manager to leadCasewaresglobal IT function from our Toronto headquarters. This is ahands onleadership role not a purely managerial one. You will own the strategy roadmap and operational performance of IT globally while also bringing the technical credibility to get involved in architecture decisions escalated incidents and infrastructure challenges when needed.

You will lead a team acrossservicedesk ITSM infrastructure and operations. Your two direct reports the ITSM and Service Desk Lead and the Infrastructure and Operations Lead each own a major functional area. Your role will be to set direction remove blockers develop the team and ensure the full IT functionoperateseffectively.

Our environment is modern and hybrid. We arecloudfirst where it makes sense on premise where it matters and continuously modernizing. Our stack includes AWS Azure VMware Hyper V Cisco UCS HCI platforms and enterprise systems that support our global employee base.

This is a Full time position

This is an Existing Vacancy

This is ahybrid role requiring the successful candidate to work 3days a week in our Toronto office located at 351 King Street East Suite 1100 Toronto ON. M5A 2W4

What you will be doing:

LeadCasewaresglobal IT function across service desk ITSM infrastructure cloud and operations

Own the IT roadmap including modernization service delivery operational resilience and global scalability

Manage and develop IT leads and technical teams across multiple functional areas

Provide technical leadership across AWS Azure VMware Hyper V Cisco UCS HCI networking and enterprise systems

Oversee escalated incidents root cause analysis problem management and major service disruptions

Improve service desk performance ticket resolution ITSM processes asset management and employee support

Partner with Security Engineering Product Finance People and business leaders to ensure IT supports company growth

Drive automation process improvements vendor management cost optimization and platform consolidation

Ensure IT operations align with security privacy compliance and audit requirements

Introduce practical AI and automation into IT operations to improve efficiency support quality and employee experience

AI and Automation Focus

Identifyopportunities to use AI across service desk ticket routing knowledge management infrastructure operations and reporting

Evaluate AI enabled tools that improve response times reduce manual work and help IT scale globally

Partner with Security and Compliance to ensure responsible AI use data protection and proper governance

Separate useful AI capabilities from hype with a focus on measurable business value

What you will bring:

Experience leading IT infrastructure service desk ITSM or technology operations teams in a global ormulti siteenvironment

Stronghands ontechnical background across hybrid enterprise IT environments

Experience with AWS Azure VMware Hyper V Cisco UCS HCI networking and enterprise systems

Strong understanding of ITSM incident management change management problem management and service delivery

Experience managing technical leads engineers infrastructure teams or service desk teams

Ability tooperateat both strategic and hands on levels

Experience modernizing infrastructure improving IT operations and scaling technology services

Strong communication vendor management stakeholder management anddecision makingskills

Experience with automation AI enabled tools or workflow improvements within IT operations

Experience in SaaS fintech software audit accounting or regulated technology environments

Experience supporting global offices and distributed teams

Familiarity with ITIL SOC 2 ISO COBIT or related operational frameworks

Experience with endpoint management identity collaboration tools and enterprise productivity platforms

Salary range:

The salary range for this position would be between CAD$140000 and CAD$160000 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.

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. 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:

Manager

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About Company

Caseware

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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