Senior Director, Software Engineering – Contract Intelligence

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

📋 Description

• Lead the engineering teams responsible for Astra Agents and the Contract Intelligence Graph (CIG)

• Own the engineering strategy, organization, and execution for the Contract Intelligence portfolio

• Define a unified platform architecture that includes data models, database services, IAM, Agents, AI Assistants, APIs, user interfaces, and MCP servers

• Collaborate with Product and Design to shape strategy, roadmap, sequencing, and investment decisions

• Convert portfolio priorities into comprehensive engineering plans, detailing ownership, dependencies, and measurable outcomes

• Establish architectural direction and convergence across Astra and CLM cloud-native services

• Guide the development of secure, tenant-aware, scalable, observable, versioned, reliable, and backward-compatible APIs and integrations

• Collaborate with Applied AI & Knowledge Engineering to bring Agents and AI Assistants into production

• Set evaluation practices for AI-enabled features, considering quality, permissions, privacy, latency, cost, and operations

• Own the software development lifecycle, oversee release coordination, ensure operational reliability, and manage post-release stabilization

• Lead root-cause analysis and resolution for significant incidents and Level 3 escalations

• Actively contribute to the codebase, engage in code reviews, and make architecture decisions

• Guide managers and technical leaders across distributed teams

• Coach, develop, recruit, onboard, and retain engineering talent

• Collaborate cross-functionally with Product, Design, Core CLM, Applied AI, QA, Cloud Operations, Security, and Support

• Communicate technical direction, trade-offs, risks, and investment needs to executives and partners

⛳️ Requirements

• BS/MS in Computer Science, Engineering, or equivalent practical experience

• Over 10 years of progressive software engineering experience

• At least 5 years of experience leading and developing multi-team engineering organizations with managers and senior technical leaders

• Proven track record of delivery accountability and performance management

• Experience owning engineering outcomes for a significant product portfolio, platform, or technical domain

• Extensive experience with cloud-based SaaS systems, distributed services, APIs, enterprise integrations, and user-facing applications

• Experience in building shared or converged components utilized by multiple products or services, including data models, database services, and IAM

• Hands-on technical expertise in production AI/LLM functionality, Agents, and AI Assistants

• Understanding of engineering metrics such as delivery predictability, service reliability and SLOs, defect trends, performance, and operational health

• Experience collaborating with Product and Design to create actionable engineering roadmaps and make build, buy, or partner decisions

• Ability to articulate technical risks, trade-offs, and decisions in business language

• Judgement in responsible AI covering accuracy, privacy, security, permissions, transparency, and human oversight

• Experience in developing managers and technical leaders, ensuring succession, and supporting employee performance

• Preferred: experience in leading AI-enabled products, Agent architectures, or MCP orchestration interfaces

• Preferred: familiarity with knowledge graphs, graph-based systems, or data-rich enterprise platforms

• Preferred: background in CLM, legal technology, workflow automation, or enterprise SaaS

• Preferred: experience scaling engineering organizations in compliance-driven environments

🏝️ Benefits

• Floating holidays

• Quarterly wellness day with no questions asked

• Employee Resource Groups (ERGs)

• Working environment that promotes a healthy work/life balance