Director of Technology Project Management Office (PMO) at Caseware

Toronto, Ontario, Canada

Caseware Logo
Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Fintech, SaaS, Audit Software, Accounting SoftwareIndustries

Requirements

Candidates should have over 10 years of experience in IT project management, with at least 3-5 years in a leadership role, and experience managing large-scale technology portfolios. A PMP or PgMP certification is preferred, along with strong leadership, communication, stakeholder management, strategic thinking, and organizational change driving skills.

Responsibilities

The Director of PMO will align R&D and IT projects with business strategy and digital goals, partnering with the CTO, engineering leaders, and business stakeholders. They will drive Agile transformation, DevOps adoption, or hybrid delivery models, oversee the technology portfolio including product, hosting/infrastructure, cybersecurity, and enterprise solutions delivery projects, and track progress, costs, benefits, and ROI. Responsibilities also include optimizing resource allocation, coordinating initiative delivery across R&D, establishing project governance frameworks, ensuring compliance with IT policies and data governance, deploying and managing tools like Jira and Confluence, and creating executive dashboards and real-time performance reports.

Skills

Project Management
Agile Transformation
DevOps
Portfolio Management
Program Management
Resource Allocation
Governance Frameworks
IT Strategy
Digital Transformation
SaaS

Caseware

Provides software for audit and practice management

About Caseware

Caseware provides software solutions focused on audit, assurance, and practice management, primarily for the financial and accounting sectors. Its main product, Caseware Cloud, is a cloud-based platform that enables firms to securely store files, collaborate effectively, and manage their operations efficiently. This platform organizes data, making it easily accessible and simplifying the audit process. Unlike many competitors, Caseware operates on a subscription model, ensuring clients receive continuous updates and support. The company's goal is to help clients gain deeper insights and operate more efficiently, ultimately driving success for both the clients and Caseware itself.

Toronto, CanadaHeadquarters
1988Year Founded
GROWTH_EQUITY_VCCompany Stage
Enterprise Software, Financial ServicesIndustries
501-1,000Employees

Benefits

Hybrid Work Options
Flexible Work Hours

Risks

Integration of LeaseJava may face operational challenges with existing systems.
Data privacy risks arise from the Validis partnership's data processes.
Resistance to AI tools like AiDA may slow market adoption.

Differentiation

Caseware offers cloud-based solutions for audit and financial reporting processes.
The company integrates AI-driven tools like AiDA to enhance auditing efficiency.
Caseware's acquisition of LeaseJava expands its lease management capabilities.

Upsides

Growing demand for cloud solutions boosts Caseware's market potential.
Partnerships with Validis and Xero enhance data management and market reach.
Increased tech investments in accounting firms align with Caseware's offerings.

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