Director, Strategic Initiatives - Legal AI

CoCounsel is central to Thomson Reuters' ambition to build a $1 billion legal AI business by July 2028. The Legal AI Business Accelerator brings product, commercial, marketing, customer, technology, data, finance, and operations teams together around a focused set of high-impact growth plays, with an operating model built on clear accountability, rapid decision-making, dedicated cross-functional teams, rigorous program management, and measurable outcomes.

We are seeking a Director, Strategic Initiatives to turn that ambition into execution. In this role, you will provide programmatic leadership for a critical accelerator pillar or strategic workstream—translating strategy into an integrated roadmap, establishing the operating cadence, resolving dependencies, and ensuring the team delivers measurable impact.

This is a high-visibility role for a strategic operator equally comfortable shaping an ambiguous problem, mobilizing a cross-functional team, and driving disciplined execution. Partnering closely with an accountable business leader and functional leaders, you'll serve as the connective tissue across the work—helping the team make choices, test hypotheses, remove barriers, and deliver outcomes, not simply track activity.

Lead the strategy-to-execution process for an assigned accelerator pillar, converting enterprise growth objectives into a clear charter, roadmap, milestones, and decision points

Build and run the program operating system, including governance, leadership forums, working-team cadence, decision rights, dependency management, and risk escalation

Mobilize dedicated cross-functional teams across Product, Engineering, Sales, Marketing, Customer Success, Operations & Technology, Data & Analytics, Finance, Legal, and other shared services

Facilitate discovery sessions and workshops that surface customer and business pain points, align stakeholders, and turn competing perspectives into executable decisions

Maintain an integrated view of scope, resources, sequencing, and interdependencies; identify capability gaps and work with leaders to secure the talent, funding, data, tools, and functional capacity required to deliver

Define success measures and establish a fact-based performance rhythm—tracking leading indicators, customer outcomes, commercial impact, and delivery progress, and recommending where to double down, pivot, or stop

Champion rapid experimentation and test-and-learn ways of working while maintaining accountability for commitments, quality, and pace

Connect work across the full customer lifecycle—from awareness and trial through onboarding, adoption, renewal, expansion, and advocacy—so customers experience a coherent journey rather than disconnected functional handoffs

Develop executive-ready communications, Steer Co materials, business cases, and decision briefs that make tradeoffs and required actions clear

Partner on change management and capability building so new operating models, processes, and behaviors are adopted and sustained

Capture reusable playbooks and lessons that strengthen execution across the accelerator

Within 90 days, the assigned pillar has a clear charter, accountable owners, validated outcomes, an integrated roadmap, a functioning governance cadence, and transparent risks and dependencies

Cross-functional leaders make faster, better-informed decisions because tradeoffs, data, and escalation paths are explicit

Teams deliver against milestones with measurable progress on pillar-relevant outcomes—e.g., trial conversion, onboarding speed, adoption, value realization, renewal, expansion, or revenue

Customer and market learning translates rapidly into changes in product, go-to-market motions, and execution priorities

The program develops durable playbooks and operating mechanisms reusable across accelerator priorities

You're a fit for the Director of Strategic Initiatives role if your background includes:

7+ years in business transformation, strategic program leadership, strategy execution, product or go-to-market operations, or…