Manager, AI Sales Effectiveness
Thomson ReutersRemotePosted 7 April 2026
Job Description
We are hiring a Manager, AI Sales Effectiveness to help the Mid-Law sales organization use internal AI tools to sell more effectively, faster, and with greater impact.
This is a hands-on role for a former seller who understands how deals are actually won and is excited to apply that experience to shaping repeatable, AI-enabled selling practices across the Mid-Law segment.
This role sits at the intersection of sales execution, internal AI capability, and go-to-market enablement. You will act as both a builder and operator - designing workflows, governing usage, and helping roll new capabilities into the field.
About the Role
In this role as Manager, AI Sales Effectiveness, you will:
Enable AI-Driven Selling Practices:
Design AI-supported workflows that help
Sales Executives
Prepare for calls
Build account strategies
Develop value narratives
Anticipate objections
Position AI credibly with buyers
Create and refine prompts, frameworks, and AI usage patterns that directly
improve
win rates, deal velocity, and quality of deals
Develop prompt frameworks, usage standards, and recommended practices for AI-supported selling
Translate selling patterns into repeatable playbooks and workflows.
Ensure Prompt Governance & Standards:
Maintain a governed, versioned set of prompts and workflows for Mid-Law sales
Establish
u pdate cadence s, c ontribution standards
and q uality controls
for prompt libraries
Operate a review process to ensure
a ccuracy , r elevance
and alignment with strategy
Curate best practices and retire ineffective
AI strategies
Partner with Commercial Excellence & Sales Enablement:
Serve as the Mid-Law
Sales Executive
voice to the centralized Commercial Excellence team
Communicate field needs related to
AI tools ,
s ales workflows
and u sability issues
Provide feedback on tool configuration, feature usefulness, and workflow fri ction
Participate in pilots and phased rollouts of internal AI tools within the Mid-Law segment
Help ensure tools deployed actually improve selling effectiveness
Collaborate with Sales Enablement to v alidate training and onboarding materials
for AI tools, pressure-test enablement against real selling situations, and identify recurring pain points
in the sales process
and surface
AI-driven
improvement opportunities
About You
You're a fit for the Manager, AI Sales Effectiveness if your background includes:
Prior experience as a quota-carrying
Sales Executive
(legal tech or professional services experience preferred)
Deep interest in AI-driven selling, including best practices in prompting, workflow design, and practical application in real sales environments
Working knowledge of modern sales AI tools and platforms (e.g., internal copilots
and chat tools , conversation intelligence,
etc. )
Staying current on emerging AI trends and sales technology; able to assess what is hype vs. what materially improves selling effectiveness
Systems thinker who understands how tools, data, and workflows should integrate across the sales motion
Comfort with advising leadership on AI roadmap priorities and use-case direction based on field reality
#LI-AY1
What’s in it For You?
Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset. This builds upon our flexible work arrangements, including work from anywhere for up to 8 weeks per year, empowering employees to achieve a better work-life balance.
Career Development and Growth: By fostering a culture of continuous learning and skill development, we prepare our talent to tackle tomorrow’s challenges and deliver real-world solutions. Our Grow My Way programming and skills-first approach ensures you have the tools and knowledge to grow, lead, and thrive in an AI-enabled future.
Industry Competitive Benefits: We offer compreh ... (truncated, view full listing at source)
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