Senior Director, Software Engineering – Customer Content Platform
Thomson Reuters · Toronto, Ontario, Canada ·
- Work mode
- Hybrid
- Seniority
- Senior
- Category
- Software engineering
- Experience
- 5+ years
Thomson Reuters · Toronto, Ontario, Canada ·
Senior Director, Software Engineering – Customer Content Platform
CoCounsel · Agent Context
Do you want to build the infrastructure that makes enterprise AI feel effortless to legal professionals? Can you lead engineering teams tackling the hard problems of file management, ingestion at scale, compliance, and data migration? This is the kind of work that is invisible when done well yet critical to every user interaction, and it puts you at the foundation of CoCounsel.
As Senior Director of Software Engineering, Customer Content Platform, you will own the engineering vision and execution for how CoCounsel stores, organizes, secures, and delivers the documents and data that legal professionals work with every day, and how that content is made available to AI agents. You will lead teams that own their systems end to end, from design and build through production operations: the file and workspace platform, a high-throughput ingestion and orchestration pipeline built to scale toward millions of files per workspace, a connectors platform that reaches customers' existing document systems, compliance capabilities including BYOK, and the migration of existing customers to the next generation of CoCounsel.
About the Role
In this opportunity as Senior Director, Customer Content Platform, you will:
Set the customer content platform engineering strategy: define the technical direction for file management, workspace organization, sharing controls, ingestion, and compliance infrastructure, in alignment with CoCounsel's product roadmap and Thomson Reuters' data-security standards.
Lead and develop engineering managers and their teams: build a high-performance, inclusive culture across a globally distributed organization. Own workforce planning, hiring, talent assessment, performance differentiation, coaching, succession planning, and career development at all levels.
Instill end-to-end ownership: ensure your teams own their services across the full lifecycle, from design and build through deployment and day-to-day production operations, including on-call, incident response, operational metrics, and continuous reliability improvement (a “you build it, you run it” culture).
Own the file and workspace platform: including sharing models, workspace roles and permissions, permission inheritance from external systems, workspace lifecycle management, and compliance features such as BYOK and data residency, ensuring enterprise-grade security for legal data.
Deliver ingestion and file processing at scale: own a reliable, event-driven ingestion and orchestration pipeline engineered toward our goal of supporting millions of files per workspace, with broad file-type and large-file support and asynchronous background processing. Design for multi-tenant isolation, resource quotas, noisy-neighbor fairness, throughput and latency SLOs, and resilient failure handling (graduated retries with backoff, poison-message classification, and dead-letter quarantine with safe replay).
Build and operate the connectors platform: enable CoCounsel to connect to third-party document management systems such as iManage, NetDocuments, SharePoint, HighQ, Box, Dropbox, and Google Drive, including agent-native access to customer content, while faithfully preserving source-system permissions and structure.
Make content agent-ready: ensure ingested and connected content is parsed, indexed, and exposed to agent workflows, retrieval, and semantic search, partnering on the interfaces (including MCP-style access) that let agents reason over customer documents reliably and securely.
Drive the migration to the next generation of CoCounsel: own the engineering work that safely and reliably migrates existing customer workspaces, file archives, and storage backends to the next-generation platform, with zero data loss, data-integrity guarantees, and minimal customer disruption.
Partner across the CoCounsel engineering pillar: work closely with the Agent Core/Intelligence, Application Experience, AI Platform, Document Understanding, and Enterprise Search Platform teams to ensure file and data infrastructure meets the needs of agent workflows and user experiences.
Champion engineering quality, reliability, and compliance: establish security-by-design, reliability, observability, and data-handling standards appropriate for a regulated legal environment, and contribute to Thomson Reuters' broader infrastructure and compliance goals.
About You
You're a fit for this role if your background includes:
12+ years of software engineering experience, including 5+ years in senior engineering leadership managing engineering managers and globally distributed teams.
A proven track record building file management, storage, or data-infrastructure platforms at enterprise scale, ideally distributed storage and high-throughput, event-driven processing systems.
A strong backend and distributed-systems engineering foundation: distributed storage, APIs, asynchronous and queue-based processing, multi-tenancy, security, and platform reliability and observability.
Experience operating multi-tenant systems at scale, including resource isolation, quotas, workload prioritization, and noisy-neighbor mitigation.
A track record of leading teams that operate what they build, with full-lifecycle ownership including production on-call, SLOs, and incident response.
A deep understanding of enterprise data-compliance requirements: data residency, BYOK, access controls, permission models, audit logging, and regulatory frameworks.
Experience designing and executing large-scale data migrations between enterprise systems, with strong attention to data integrity and customer continuity.
Demonstrated ability to lead complex, cross-functional engineering programs involving multiple teams and stakeholders, and to set direction under ambiguity.
A clear, confident communicator with both technical teams and senior business stakeholders.
Additional Preferred Qualifications
Background in legal technology or enterprise document management systems (e.g., iManage, NetDocuments, SharePoint), including matter-centric security and ethical walls.
Experience building enterprise file-connector and integration platforms, and integrating with third-party DMS APIs at scale.
Experience delivering data and content infrastructure that powers AI or LLM agent workflows, such as retrieval and semantic search, indexing pipelines, or agent-native access patterns (e.g., MCP).
Familiarity with legal and public-sector compliance requirements such as BYOK, FedRAMP, or CJIS.
Experience building data-migration pipelines for large-scale SaaS enterprise environments.
#LI-SM2
This posting is for proactive recruitment purposes and may be used to fill current openings or future vacancies within our organization.What’s in it For You?
About Us
Thomson Reuters informs the way forward by bringing together the trusted content and technology that people and organizations need to make the right decisions. We serve professionals across legal, tax, accounting, compliance, government, and media. Our products combine highly specialized software and insights to empower professionals with the data, intelligence, and solutions needed to make informed decisions, and to help institutions in their pursuit of justice, truth, and transparency. Reuters, part of Thomson Reuters, is a world leading provider of trusted journalism and news.
We are powered by the talents of 26,000 employees across more than 70 countries, where everyone has a chance to contribute and grow professionally in flexible work environments. At a time when objectivity, accuracy, fairness, and transparency are under attack, we consider it our duty to pursue them. Sound exciting? Join us and help shape the industries that move society forward.
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