VP/AI & Business Transformation

Harris Lighthouse Group is seeking a Vice President, AI & Business Transformation to accelerate practical AI adoption and business modernization across our portfolio of vertical market software businesses. This is a hands-on leadership role for someone who can move between strategy and execution, working directly with R&D, Product, Professional Services, Support, Sales, and business unit leadership to change how work gets done. The VP, AI & Business Transformation will report directly to the EVP of Lighthouse and serve as a member of the senior leadership team. The role will work across three business units with different markets, products, customer bases, technology stacks, and levels of AI readiness. The right candidate will be able to build trust with technical and non-technical teams, move quickly from diagnosis to prototype, and translate AI opportunity into measurable business results. This person will also become Lighthouse’s AI thought leader, shaping how we use AI internally, how we talk about AI with customers, and how we measure AI adoption, usage velocity, and business impact. This role is ideal for a high-agency leader who wants to build something visible and significant inside an established software portfolio. The right leader will help Lighthouse become deliberate, capable, and documentable in the way AI shows up for employees and customers.

Remote/home office eligible. Travel required as needed for business unit, customer, and field engagement.

Shared Leadership and AI Acceleration

AI advancement at Lighthouse is a shared leadership responsibility. The EVP, SVPs, BU leaders, and functional leaders remain accountable for business priorities, customer outcomes, and team performance. The VP, AI & Business Transformation will provide the dedicated expertise, structure, and hands-on acceleration needed to help those leaders move faster and more effectively.

The initial focus will be on partnering with development and product leaders to identify operational pain points, build quick-hit AI-enabled solutions, accelerate SDLC maturity, and create a practical roadmap for broader AI adoption, workflow redesign, and business modernization.

This role will work alongside business and functional leaders, not around them. The goal is to help teams identify practical AI opportunities, remove friction, build working examples, and create repeatable approaches that can be adopted across the portfolio.

The successful candidate will join an organization where employees are already experimenting with AI in different ways. The opportunity now is to turn that activity into more consistent business impact: better workflows, faster development cycles, stronger customer outcomes, and more AI-enabled solutions in production.

Execute AI-Led Business Change Across the Portfolio

The VP, AI & Business Transformation will:

• Work directly with BU leaders, R&D leaders, Product, Professional Services, Support, Sales, and Operations to identify the highest-impact opportunities for AI-enabled change
• Assess current AI adoption, skill levels, workflow maturity, roadblocks, and team readiness across each business unit
• Build a portfolio-level AI roadmap that balances quick wins, long-term operating model change, customer impact, and competitive positioning
• Serve as the senior AI thought leader for Lighthouse, helping leaders understand what is possible, what is practical, and what needs to change
• Translate AI strategy into working solutions, not just presentations, pilots, or activity reporting
• Help teams make practical decisions about where AI should improve existing work and where it should enable a fundamentally better way of operating

Partner Closely with R&D and Product Teams

A primary focus of this role will be working with R&D and Product leaders in each BU to identify their biggest constraints and help them move faster with better quality.

• Help R&D teams accelerate to Level 2 and Level 3 SDLC maturity under Harris expectations
• Support more disciplined use of AI in planning, development, testing, documentation, release management, and supportability
• Drive adoption of AI-assisted engineering practices, including codebase analysis, test generation, automated code review, debugging support, release note generation, documentation generation, and developer onboarding
• Identify where tools such as GitHub Copilot, Claude, Claude Code, ChatGPT, Cursor, Windsurf, Replit, Playwright, MCP-connected workflows, and related AI development tools can improve speed, quality, and consistency
• Partner with R&D leaders to determine when AI should be used to improve current development practices and when it should change the way software is designed, built, tested, or delivered
• Help teams reduce manual effort, improve throughput, strengthen quality, and create more reliable development habits

Build Quick-Hit AI Solutions

This role requires someone willing to  get close to the work, understand the problem, and help build practical solutions quickly.

• Spend time inside each BU to understand real problems before prescribing solutions
• Build or lead the creation of low-hanging AI solutions that solve immediate operational pain points
• Develop working examples that help teams see what is possible and create momentum
• Move successful pilots into repeatable workflows with clear ownership, adoption plans, governance, and measurement

Customer AI Enablement

A key part of this role will be helping Lighthouse identify and execute where AI can create practical value for customers.

• Identify customer workflow problems where AI agents, copilots, assistants, automation, or embedded intelligence could create clear value
• Partner with all departments to turn customer pain points into working AI-enabled solutions
• Help teams define when an opportunity should become a pre-built agent, a custom customer solution, a product capability, a services accelerator, or an internal workflow improvement
• Drive movement from ideation to production, with clear ownership, adoption plans, customer validation, and measurable outcomes
• Work with customers and field teams to ensure AI solutions are practical, trusted, and aligned with how customers actually work
• Help Lighthouse demonstrate real AI progress in competitive markets vendors are working to displace our products
• Create repeatable patterns for customer-facing AI delivery so success in one BU or customer account can be adapted elsewhere

Drive AI Adoption Metrics and Business Outcomes

This role will create, review, or approve AI-related metrics and reporting submitted to corporate. The goal is to move the organization beyond activity-based measures and toward meaningful indicators of changed behavior and improved performance.

• Define practical AI adoption and usage metrics across the portfolio
• Measure outcomes such as cycle-time reduction, development throughput, quality improvement,  manual work, faster support resolution, improved PS leverage, better documentation coverage, customer impact, and margin contribution
• Partner with BU leaders to ensure AI adoption is tied to operating priorities, financial outcomes, customer value, and competitive positioning
• Help leaders understand which behaviors and results matter most when evaluating AI progress
• Build reporting that is clear, credible, and useful for leadership decision-making

Salary range: $170,000 – $180,000 CAD per year.