AI-Native VP of Software Engineering, Canada-based (CAD $260,000/year)

CXT Software

2d • Remote

About The Position

CXT Software is seeking an AI-Native VP of Software Engineering to lead its engineering and SaaS operations organization end to end and define how it builds and runs software in the AI era. CXT Software provides technology for courier, route delivery, and healthcare logistics companies, whose daily physical operations depend on reliable software, predictable delivery, and strong regression control.

The role owns people, architecture, quality, delivery, production reliability, and customer outcomes. The VP will lead engineering through Directors and other leaders; make AI-assisted development, testing, review, and operations part of the organization's standard practices; and measure adoption and results through observed behavior and defined experiments. The position is accountable for quality, reliability, cycle time, predictability, and customer impact. The technology stack includes .NET, C#, JavaScript/TypeScript, Angular, SQL, MAUI, and Azure PaaS. The position reports to the CTO.

This is a fully remote, global independent contractor engagement and is not eligible for company-sponsored employee benefit programs. The listed compensation is CAD $260,000 per year.

Requirements

• Degree in Computer Science or a related field, or equivalent experience.
• At least 12 years in software engineering, including at least 5 years in engineering leadership and at least 2 years managing managers.
• Experience leading a multi-team engineering organization through managers across several products with separate codebases, including legacy modernization.
• Experience leading engineering for a B2B SaaS product and owning its production operations through a team, including reliability, on-call, incidents, security operations, and cloud cost.
• Currently uses AI coding assistants and agents in production work and has led their adoption across multiple teams with measured results.
• Experience designing and running engineering experiments with baselines, success metrics, and clear decision criteria.
• Hands-on experience running flow-based delivery (Kanban or similar) at scale, with CI/CD, automated testing, and release management.
• Continues to read code and review architecture; experience with the company's technology stack is a plus.
• Experience leading a remote, distributed engineering organization.

Nice To Haves

• Software architect or Staff/Principal engineer background.
• Experience with logistics, routing, dispatch, courier, or healthcare operations software.
• Experience with Azure managed services, infrastructure as code, SRE, SOC 2, or FinOps.
• Experience integrating teams that join through acquisition or running engineering across multiple business units.
• Experience building AI-enabled product features such as embedded agents, MCP connectors, or AI vision.

Responsibilities

• Lead, hire, and develop Directors, architects, and their teams, and set and maintain the hiring bar.
• Establish AI-assisted development, testing, code review, and operations as standard organizational practices; verify adoption through real behavior rather than dashboards; and coach leaders and skeptical senior engineers through the change.
• Run engineering experiments with baselines and clear decisions to scale, modify, or stop them.
• Own quality, releases, and production reliability, including uptime and SLAs, on-call, incidents, security operations, and cloud cost.
• Own architecture across products, including legacy modernization and standards for AI-generated code.
• Plan and deliver the roadmap with Product, raise trade-offs early, and work with Customer Success to drive customer escalations to root cause.

Benefits

• Access to leading AI engineering tools and platforms, with a mandate to shape how they are used across the organization.
• 100% remote and global work.
• Flexible work hours and asynchronous work focused on results and customer satisfaction.
• Dedicated growth path with consistent, meaningful feedback and support toward career goals.
• Access to tools, playbooks, and technology across the Ionic portfolio.
• Community activities including coffee chats, happy hours, cooking classes, and book clubs.

What This Job Offers

• Career Level: Executive