Vice President – Engineering

This is a fully remote position, open to applicants in Canada.

📋 Description

• Direct Software Engineering, Quality Assurance / Quality Engineering, and Systems Administration / Infrastructure.

• Supervise the design, development, enhancement, maintenance, quality, reliability, and technical operations of the cloud-based SaaS platform.

• Report directly to the Chief Technology Officer (CTO).

• Convert the company's technology and product strategy into effective engineering execution.

• Collaborate with the CTO, Product Management, Business Analysis, and business leaders to prioritize engineering initiatives and formulate executable plans.

• Develop and spearhead the AI-driven engineering strategy, including the evaluation, adoption, governance, and application of AI tools throughout the software development lifecycle.

• Promote the use of AI and automation across development, QA, technical operations, testing, release processes, monitoring, and operational workflows.

• Establish, track, and communicate engineering performance metrics.

• Modernize software quality practices, including test automation, AI-assisted test development, regression testing, CI/CD, and release quality controls.

• Lead the engineering technology strategy and architectural direction, encompassing technical debt, scalability, performance, maintainability, and modernization.

• Define ownership, accountability, operating rhythms, delivery commitments, capacity planning, quality, risk identification, and issue escalation.

• Oversee cloud environments, deployment infrastructure, platform reliability, monitoring, backup and recovery, and operational resiliency.

• Collaborate with Product, Support, Advisory Services, Implementation, and other business functions to link engineering enhancements to customer and business outcomes.

• Manage departmental budgets, financial plans, resource allocation, vendor relations, contractor utilization, software licensing, and technology investments.

• Assist with business cases, effort estimation, resource planning, prioritization, and budgeting.

• Evolve the structure, skills, roles, leadership capacity, and operating model of the Engineering organization.

• Drive workforce planning, talent development, succession planning, recruitment, and performance management.

• Integrate security, compliance, resiliency, risk management, and AI governance into engineering operations and software development.

⛳️ Requirements

• Over 10 years of progressive experience in software engineering, technology operations, or software delivery leadership.

• More than 5 years of experience leading engineering managers, technical leads, or multidisciplinary software development teams.

• Proven experience in leading and scaling a multidisciplinary engineering organization of similar size and complexity.

• Experience in developing technical leaders, establishing management structures, and evolving processes as the organization expands.

• Proven ability to guide an engineering organization through the adoption of AI-enabled software development practices.

• Capability to measure and articulate the impact of AI-enabled engineering practices.

• Strong working knowledge and hands-on experience with contemporary AI-assisted software engineering tools and techniques.

• Experience managing QA / Quality Engineering functions, including test automation, regression testing, release quality, and lifecycle quality practices.

• Experience overseeing substantial departmental budgets, financial planning, resource allocation, vendor relationships, contractor utilization, and technology investments.

• Experience in a metrics-driven environment, such as a private-equity-backed setting, including executive and Board-level reporting.

• Bachelor's degree in Computer Science, Engineering, Information Technology, or a related field, or an equivalent combination of education and relevant professional experience.

• Strong understanding of SaaS application development, cloud platforms, software architecture, APIs, and modern software delivery practices.

• Experience in modernizing and enhancing established SaaS platforms, addressing technical debt, scalability, maintainability, and modernization.

• Familiarity with iterative planning, capacity management, CI/CD, release management, engineering metrics, and Agile or Lean methodologies.

• Ability to balance technical priorities with business objectives, budget considerations, and customer needs.

• Capacity to build and lead high-performing engineering organizations, including developing managers and technical leaders, coaching, performance management, succession planning, talent development, and attracting and retaining technical talent.

• Exceptional skills in executive communication and stakeholder management.

• Experience in leading distributed or remote technical teams.

• Experience in GovTech, municipal technology, enterprise SaaS, asset management, ERP, or public sector software is considered a valuable asset.

🏝️ Benefits

• Competitive salaries that acknowledge your skills and experience.

• Comprehensive health and wellness benefits package.

• Flexibility for remote work (specific regional options apply).

• Flexible hours.

• Paid Time Off (PTO).

• Summer Fridays—shorter work weeks.

• Enjoyable social events (both virtual and in-person).

• Involvement in charity initiatives.

• Career framework with clear, structured paths for growth and ongoing learning.