Senior Director, GTM AI Product Leader

Thomson Reuters

. Define and own a multi-year AI vision and quarterly roadmap spanning Sales, Customer Success, Professional Services, and Partnerships .

Posted 10/27/2026full-timeToronto • CanadaSenior💰 CA$172,000 - CA$222,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in defining and executing AI strategies that align with revenue goals, while managing cross-functional teams and driving adoption of AI solutions across sales and customer success. Proven ability to establish governance frameworks and measure outcomes through KPIs and ROI analysis.

Highest-signal resume keywords

AI Strategy DevelopmentGTM Technology Stack ExpertiseTeam LeadershipVendor ManagementExecutive Communication

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product ManagementAI/ML Solutions DeliveryBusiness Case DevelopmentAnalytical RigorBuild-Vs-Buy JudgmentKPI Definition and ReportingAI GovernanceWorkflow DesignCost ManagementChange Management

Soft Skills

Influencing SkillsCollaborationTraining and DevelopmentCommunication

Tools & Technologies

SalesforceGongConversation Intelligence ToolsData CloudData Warehouse Integrations

Industry Keywords

B2BEnterpriseProfessional ServicesRevenue TechnologyCustomer Success

Tech Stack

Tools & technologies

Cloud

About the role

Key responsibilities & impact

Define and own a multi-year AI vision and quarterly roadmap spanning Sales, Customer Success, Professional Services, and Partnerships
Identify, size, and prioritize AI use cases by revenue impact, productivity gain, cost to serve, and feasibility
Establish and govern build-vs-buy-vs-configure decisions using business cases and total cost of ownership
Align the GTM AI roadmap with company strategy, revenue targets, and enterprise AI and data strategy
Govern overlapping tools and prevent AI sprawl across the GTM organization
Run discovery, prototyping, pilots, and scale-up with clear success criteria and stage gates
Design cross-functional AI workflows across sales, onboarding, delivery, renewal, and the broader customer lifecycle
Drive adoption through training, playbooks, incentives, and partnerships with Revenue Operations and functional leaders
Define and report KPIs covering usage, productivity, pipeline and win rate, forecast accuracy, retention and expansion, services margin, and partner-sourced revenue
Quantify ROI and report outcomes to executive leadership
Establish AI guardrails covering access controls, data residency, model usage policies, and auditability
Ensure trustworthy AI outputs and appropriate human involvement in high-stakes decisions
Partner with Data and Analytics on data quality, definitions, and a shared source of truth
Build and lead a team of product managers and business analysts
Influence a matrixed group of Engineering, Data, and GTM Operations partners
Establish intake, prioritization, and governance processes with GTM executives
Act as the executive-level voice on GTM AI with internal and external stakeholders, vendors, analysts, and peer companies

Requirements

What you’ll need

12+ years of experience in product management, GTM operations or strategy, sales or revenue technology, or related roles
5+ years leading teams
Demonstrated success owning a technology roadmap serving revenue-generating teams
Deep working knowledge of the GTM technology stack, including Salesforce and conversation intelligence tools like Gong
Hands-on experience delivering AI/ML or generative AI solutions into production
Practical understanding of LLMs, agents, retrieval, prompt and workflow design, evaluation, and cost management
Strong build-vs-buy judgment
Vendor management experience
Experience building business cases
Proven ability to drive change and adoption among frontline revenue teams and senior business leaders
Excellent executive communication
Analytical rigor and a bias toward measurable outcomes
Preferred: prior experience as a sales, customer success, or services practitioner or leader, or in a hybrid GTM + product role
Preferred: experience with Salesforce platform capabilities, data cloud or warehouse integrations, and Gong or similar conversation intelligence tools
Preferred: experience in a B2B, enterprise, or professional-services-oriented environment with long sales cycles and complex account structures
Preferred: familiarity with partner ecosystems, co-sell motions, and channel programs
Preferred: experience establishing AI governance and responsible-AI practices

Benefits

Comp & perks

Flexible hybrid working environment for office-based roles
Work from anywhere for up to 8 weeks per year
Flexible vacation
Two company-wide Mental Health Days off
Access to the Headspace app
Retirement savings
Tuition reimbursement
Employee incentive programs
Resources for mental, physical, and financial wellbeing
Two paid volunteer days off annually
Opportunities for pro-bono consulting projects and ESG initiatives
Annual Bonus based on a combination of enterprise and individual performance
Flexible and supportive benefits and other wellbeing programs