Senior Director, Software Engineering - Contract Intelligence (AI)

Location: Canada; remote

Company

hirify.global develops contract lifecycle management products, including Astra Agents and Contract Intelligence capabilities that help customers turn contracts into actionable intelligence.

What you will do

• Own engineering outcomes, strategy, roadmap, sequencing, and investment decisions across Astra, Agents, the Contract Intelligence Graph, and CLM cloud-native services.
• Define converged architecture for shared data models, database services, IAM, Agents, AI Assistants, APIs, user interfaces, and MCP servers.
• Guide secure, tenant-aware, scalable, observable, versioned, reliable, and backward-compatible APIs, integrations, and AI orchestration interfaces.
• Partner with Applied AI & Knowledge Engineering to deliver production-ready Agents and AI Assistants and establish evaluation practices for quality, privacy, permissions, latency, cost, and operations.
• Own the software development lifecycle, release coordination, operational measures, incident remediation, reliability, security, modernization, and technical health.
• Lead managers and technical leaders, build the organization, develop talent, and coordinate with Product, Design, Core CLM, QA, Cloud Operations, Security, and Support.

Requirements

• BS/MS in Computer Science, Engineering, or equivalent practical experience.
• 10+ years of progressive software engineering experience, including 5+ years leading and developing multi-team engineering organizations with managers and senior technical leaders, with delivery accountability and performance management.
• Experience owning engineering outcomes for a substantial product portfolio, platform, or technical domain, measured by customer adoption, usage, and business value.
• Deep experience with cloud-based SaaS systems, distributed services, APIs, enterprise integrations, and user-facing applications, with technical fluency to guide architecture and evaluate tradeoffs.
• Experience building shared or converged components used by multiple products or services, including data models, database services, and IAM, with clear interfaces and ownership boundaries.
• Hands-on technical fluency in production AI/LLM functionality, Agents, and AI Assistants, including practices for assessing quality, privacy, reliability, and cost.
• Strong understanding of delivery predictability, service reliability and SLOs, defect trends, performance, and operational health.
• Experience partnering with Product and Design to turn customer priorities into executable roadmaps, make build, buy, or partner decisions, and deliver against reliability and quality measures.
• Clear executive and cross-functional communication, responsible AI judgment, and experience setting guardrails for accuracy, privacy, security, permissions, transparency, and human oversight.
• Experience developing managers and technical leaders, building succession, and helping people perform at their best.

Nice to have

• Experience leading AI-enabled products, Agent architectures, or orchestration interfaces such as MCP.
• Experience with knowledge graphs, graph-based systems, or other data-rich enterprise platforms.
• Background in CLM, legal technology, workflow automation, or enterprise SaaS.
• Experience scaling engineering organizations and operating practices as products grow, including in compliance-driven environments.

Culture & Benefits

• Remote, full-time role based in Canada.
• Lead distributed engineering teams with an emphasis on accountability, collaboration, technical ownership, predictable execution, and continuous learning.
• Work cross-functionally with Product, Design, Applied AI & Knowledge Engineering, Core CLM, QA, Cloud Operations, Security, and Support.