Manager, Strategic Programs

CaseWare International; Toronto; Hybrid; CAD 80,000 - 120,000; Full time

Job summary

Join a forward-thinking company as a Manager of Strategic Programs, where you'll play a pivotal role in shaping the future of audit and financial reporting. Collaborate directly with the CEO and executive leadership to drive key strategic initiatives, leveraging your analytical skills to influence decision-making. This hybrid role offers the opportunity to work alongside top-tier professionals in a mission-driven environment, where your contributions will have a direct impact on the company's growth and success. Embrace a culture of innovation and collaboration while enjoying a competitive salary and comprehensive benefits.

Benefits

Health Insurance

Retirement Plans

Flexible Work Options

Generous Time-Off Policies

Recognition Programs

Performance Bonuses

Opportunities for Career Growth

Global Project Opportunities

Qualifications

• 2-4 years of experience in a rigorous analytical environment.
• Strong quantitative skills and proficiency in data tools.

Responsibilities

• Lead data-driven analysis to inform prioritization and resource allocation.
• Monitor cross-functional progress against goals and identify risks.

Skills

Analytical Skills

Quantitative Skills

Communication Skills

Problem-Solving

Education

Bachelor's Degree

Master's Degree

Tools

Excel

PowerPoint

SQL

Tableau

Job description

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 hiring a Manager, Strategic Programs to join our Office of the CEO team , working directly with the Chief of Staff to the CEO and the Executive Leadership Team (ELT).

This is a high-impact role at the center of Caseware’s strategic evolution that will be involved in advancing key strategic initiatives, leading data-driven analyses, and monitoring execution against goals. You’ll combine strong business acumen, analytical horsepower, and structured problem-solving to help design, executive, and track the company’s most important cross-functional efforts.

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 Street East, Toronto, Ontario

Talent Partner

Contact Aruba Iqbal – Team Lead, Talent Partner

What you will be doing:

• Work closely with the Chief of Staff and ELT to advance key strategic initiatives across functions, regions, and workstreams
• Lead data-driven analysis and business case development to inform prioritization and resource allocation
• Build high-quality materials for executive and board-level reporting, including initiative updates, KPI dashboards, and performance narratives
• Monitor cross-functional progress against goals—identifying risks, escalating issues, and surfacing interdependencies
• Support the build-out of a PMO function, instilling rigour and accountability into strategic execution
• Conduct ad hoc research and analysis to inform executive decision-making across strategy and operation domains
• Drive clarity and alignment on company priorities through structured frameworks and crisp communication
• Partner cross-functionally with Finance, R&D, Sales, Marketing, RevOps, Customer Success, and People Ops teams to embed strategic insights into functional success

What you will bring:

• 2–4 years of experience in a rigorous analytical environment (e.g., Management Consulting, Investment Banking, Corporate Strategy, or similar)
• Strong quantitative skills—comfortable with models, dashboards, and complex datasets
• Proficiency in Excel and PowerPoint; preference to individuals who are also familiar with data and reporting tools (SQL, Tableau)
• Ability to navigate ambiguity, synthesize insights and communicate clearly at the executive level
• Experience working with or supporting C-suite stakeholders, board-level deliverables, or high-stakes internal initiatives
• Familiarity with SaaS metrics, strategic planning cycles, and operational reporting
• Highly organized and detail-oriented; able to manage multiple priorities in fast-paced environments
• A self-starter with intellectual curiosity, discretion, and a high degree of professional maturity

Why join the Office of CEO:

• Executive Exposure: Work directly with the CEO and Chief of Staff to gain insight into enterprise-level decision-making
• Strategic Impact: Be a key contributor to Caseware’s most important strategic initiatives, including M&A, org design, and product growth
• Accelerated Growth: Learn from top-tier professionals in consulting, strategy, and finance—developing your leadership toolkit along the way
• Cross-Functional Reach: Operate at the intersection of Strategy, Finance, Operations, and GTM/R&D in a global SaaS business
• Mission-Driven Environment: Join a company reshaping the future of audit and financial reporting in a data-driven, customer-first way

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 [e-mail].

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 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.