Director, Strategic Programs (Contract)
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Job Location:
Monthly Salary:
Posted on:
18 hours ago
Vacancies:
1 Vacancy
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!
Caseware is seeking a Director Strategic Programs (Contract) to join the Office of the CEO for a 12-18 month mandate. This is a senior high-impact role designed for a strategy professional with 7-10 years of experience who is ready to operate inside the business and drive tangible enterprise value creation.
You will work directly with the Chief of Staff and broader Executive Leadership Team (ELT) to design and execute critical elements of Casewares transformation agenda. This role sits at the center of enterprise-wide strategic priorities and will focus on identifying shaping and delivering initiatives that accelerate growth improve revenue quality and enhance operational performance.
This is not a purely advisory role. The mandate is intentionally split:
Phase 1: Strategic Design Frame the problem conduct rigorous analysis and define the path forward
Phase 2: Operational Execution Partner cross-functionally to implement initiatives and ensure measurable impact
You will operate as a senior individual contributor with significant autonomy and executive exposure.
This is a New Role
This is a 12-month contract full-time permanent position
Location:
Thisisahybridrolerequiringthesuccessfulcandidatetowork3daysaweekinourToronto officelocatedat351KingStETorontoON.
What you will be doing:
- Lead high-priority cross-functional initiatives tied to Casewares enterprise transformation agenda
- Execute and support strategic initiatives under the direction of the Chief of Staff including analysis synthesis and preparation of materials for ELT
- Drive structured hypothesis-led problem solving across growth efficiency and operating model evolution
- Build robust business cases and financial models to inform executive trade-offs and investment decisions in alignment with defined operational processes
- Develop executive- and board-ready materials that clearly articulate strategy risks trade-offs and expected impact
- Stand up and manage PMO discipline across select enterprise programs bringing rigor transparency and accountability
- Track progress against defined KPIs identify risks and interdependencies and drive resolution with initiative owners
- Partner across Finance R&D Sales Marketing RevOps Customer Success and People to ensure alignment and execution pace
What you will bring:
- 7 years of experience in Management Consulting Corporate Strategy Private Equity portfolio operations or a similar strategic or analytical role
- Strong critical thinking and problem-solving skills with a strategic mindset and ability to challenge the status quo
- Demonstrated ability to move from strategic design to hands-on cross-functional execution
- Highly resourceful adaptable and capable of navigating ambiguity
- Excellent written and verbal communication skills with the ability to distill complex issues into clear messages
- Ability to produce polished executive-ready deliverables
- High degree of discretion professionalism and ownership
Why join the Office of CEO team:
- Executive Exposure: Partner closely with the CEO and Chief of Staff and gain insight into enterprise-level strategy and decision-making
- Strategic Ownership: Play a lead role in Casewares most mission-critical initiatives from GTM acceleration to operational transformation
- Learning & Growth: Work alongside high-performing leaders from consulting finance and techsharpening your skills in strategy operations and execution
- Cross-Functional Impact: Operate at the intersection of Strategy Finance R&D and GTM in a fast-paced global SaaS environment
- Meaningful Mission: Help transform how auditors and financial professionals workthrough modern data-driven software that makes a difference
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.
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.
Required Experience:
Director
Key Skills
- Finance Control
- Finance
- ABAP
- Body Care
- Avionics
- Brokerage
About Company
Accounting, audit, analytics and compliance software built by seasoned accountants. Manage your audit and financial reporting more efficiently with less risk.
