Director of Technology

Department: Enterprise Technology Services

Reports to: CTO

Location: Stouffville, ON (Hybrid with 2 days in office required)

Salary Range: $160,000- $180,000

Who we are: At Portfolio+, we empower financial institutions with secure, scalable, and customer-first solutions. As a proudly Canadian company, we’re at the forefront of open finance, delivering cutting‑edge cloud technology that simplifies operations, enhances security, and drives innovation. Our team thrives in a collaborative, growth‑oriented environment where ideas matter, and impact is real. If you're passionate about fintech, innovation, and making a difference, Portfolio+ is the place to build your career.

Who you are: We are seeking an accomplished and visionary Director of Technology to lead the full software delivery lifecycle with end-to-end responsibility over Dev and API Factories, QA automation, Generative AI integration, security and audit readiness, and enterprise data and taxonomy governance. This role includes managing the Centers of Excellence (COEs) for Data, SDLC, Security, and API practices, as well as leading the organization’s AI and Agile practices. The Director will collaborate closely with internal teams, including Professional Services, Product, Security, and Compliance, to ensure delivery of secure, scalable, and high‑quality software solutions aligned with business objectives.

What you'll do: Software Delivery & SDLC Leadership

Lead the end-to-end software development lifecycle, including planning, development, QA, deployment, and monitoring.

Manage and scale Dev Factories and API Factories to optimize delivery velocity, modularity, and reusability.

Drive consistent adoption of best practices across distributed, agile teams.

Dev & API Factory Oversight

Oversee design, development, testing, deployment, and lifecycle management of APIs and microservices.

Standardize API governance, versioning, and developer experience through the Developer Portal.

Define and implement QA strategies focused on test automation and integration into CI/CD pipelines.

Promote shift-left testing to minimize defects and improve release quality.

Generative AI Integration

Lead adoption and governance of GenAI tools across the SDLC for coding, documentation, and testing automation.

Establish responsible AI usage policies and measure impact on developer productivity.

Data & Taxonomy Governance

Own data governance and taxonomy standards across engineering tools (Jira, GitHub/GitLab, CI/CD pipelines, test platforms).

Ensure consistency in metadata, tagging, naming conventions, and reporting structures supporting traceability and compliance.

KPI & OKR Management

Define and track KPIs/OKRs related to delivery velocity, quality, security, partner performance, and AI adoption.

Provide regular reporting and insights to leadership and stakeholders.

Collaboration with Internal Stakeholders

Partner closely with

Professional Services

and Product teams to ensure engineering delivery supports client onboarding, customizations, and integrations.

Align with external delivery partners to maintain delivery standards and SLAs.

Centers of Excellence (COEs) Leadership

Lead COEs for Data Governance, SDLC Best Practices, Security & Compliance, and API Management.

Drive continuous improvement, knowledge sharing, and innovation across these domains.

AI & Agile Practice Management

Manage the AI Practice, driving adoption, governance, and training for GenAI and related technologies.

Lead the Agile Practice to foster Agile methodologies (Scrum, Kanban, SAFe), coaching teams for continuous delivery excellence.

Build, mentor, and grow a globally distributed, high‑performing engineering and delivery organization.

Cultivate a culture of ownership, innovation, and cross‑team collaboration.

Proven experience managing and motivating

high-performing engineering teams

to deliver excellence.

What you bring:

8+ years in progressive software engineering leadership roles

Demonstrated hands‑on and leadership experience in API development and governance.

Strong background in data governance, taxonomy, and tool integration across SDLC platforms.

Demonstrated experience in security governance, compliance, and audit readiness in software delivery.

Proven leadership of Dev and API Factories or similar engineering delivery models.

Experience leading QA automation and modern testing strategies.

Familiarity with Generative AI tool adoption in software development.

Management of COEs or similar practice areas is highly desirable.

Agile coaching or leadership experience managing Agile transformations.

Demonstrated ability to manage and motivate high-performing engineering teams.

Cloud-native architectures (AWS, Azure, GCP) and DevOps tooling.

SDLC tools such as Jira, GitHub/GitLab, Jenkins, Azure DevOps.

Security frameworks and audit standards (SOC2, ISO 27001, GDPR).

Experience with test automation frameworks and CI/CD pipelines.

Strong strategic vision and execution focus.

Excellent communication and stakeholder management, including working with internal Professional Services teams and external partners.

Ability to inspire and lead cross‑functional teams in a dynamic environment.

What we offer:

Be part of a dynamic, innovative team where your ideas directly shape our sales strategy and market presence.

Comprehensive benefits package starting from day one, including health coverage, paid time off, and volunteer days.

Competitive salary, annual bonus program, and participation in our employee stock option plan.

Access to continuous learning opportunities, a robust learning management system, and a tuition reimbursement program.

Tools and technology provided (laptop, headset, monitors) to set you up for success.

A supportive environment that values your growth, success, and contributions to our customers’ achievements.

We welcome and encourage applications from all qualified individuals who can contribute to the continued diversification of our organization, including those from equity‑deserving groups that have been historically underrepresented in the workforce.

At Portfolio Plus, we use AI-enabled tools to help support parts of our recruitment process, such as creating job descriptions, assessments, and scheduling automations. These tools help us work more efficiently and consistently as we grow. AI supports our hiring teams, but it does not replace human judgment. All hiring decisions are made by people, and AI is never used as the sole decision‑maker.

If you have questions about our hiring process, how AI is used, or if you require accommodation at any stage, please reach out to our People & Culture team (humanresources@portfolioplus.com) and we will be happy to answer any questions you have.

In alignment with the Accessibility for Ontarians with Disabilities Act, 2005, Portfolio+ provides accommodation upon request throughout the recruitment, selection, and assessment process for applicants with disabilities.

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