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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:
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Design AI-supported workflows that help Sales Executives
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Prepare for calls
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Build account strategies
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Develop value narratives
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Anticipate objections
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Position AI credibly with buyers
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Create and refine prompts, frameworks, and AI usage patterns that directly improve win rates, deal velocity, and quality of deals
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Develop prompt frameworks, usage standards, and recommended practices for AI-supported selling
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Translate selling patterns into repeatable playbooks and workflows.
Ensure Prompt Governance & Standards:
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Maintain a governed, versioned set of prompts and workflows for Mid-Law sales
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Establish update cadences, contribution standards and quality controls for prompt libraries
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Operate a review process to ensure accuracy, relevance and alignment with strategy
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Curate best practices and retire ineffective AI strategies
Partner with Commercial Excellence & Sales Enablement:
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Serve as the Mid-Law Sales Executive voice to the centralized Commercial Excellence team
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Communicate field needs related to AI tools, sales workflows and usability issues
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Provide feedback on tool configuration, feature usefulness, and workflow friction
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Participate in pilots and phased rollouts of internal AI tools within the Mid-Law segment
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Help ensure tools deployed actually improve selling effectiveness
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Collaborate with Sales Enablement to validate 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:
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Prior experience as a quota-carrying Sales Executive (legal tech or professional services experience preferred)
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Deep interest in AI-driven selling, including best practices in prompting, workflow design, and practical application in real sales environments
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Working knowledge of modern sales AI tools and platforms (e.g., internal copilots and chat tools, conversation intelligence, etc.)
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Staying current on emerging AI trends and sales technology; able to assess what is hype vs. what materially improves selling effectiveness
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Systems thinker who understands how tools, data, and workflows should integrate across the sales motion
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Comfort with advising leadership on AI roadmap priorities and use-case direction based on field reality
What’s in it For You?
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Hybrid Work Model: We’ve adopted a flexible hybrid working environment (2-3 days a week in the office depending on the role) for our office-based roles while delivering a seamless experience that is digitally and physically connected.
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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.
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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.
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Industry Competitive Benefits: We offer comprehensive benefit plans to include flexible vacation, two company-wide Mental Health Days off, access to the Headspace app, retirement savings, tuition reimbursement, employee incentive programs, and resources for mental, physical, and financial wellbeing.
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Culture: Globally recognized, award-winning reputation for inclusion and belonging, flexibility, work-life balance, and more. We live by our values: Obsess over our Customers, Compete to Win, Challenge (Y)our Thinking, Act Fast / Learn Fast, and Stronger Together.
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Social Impact: Make an impact in your community with our Social Impact Institute. We offer employees two paid volunteer days off annually and opportunities to get involved with pro-bono consulting projects and Environmental, Social, and Governance (ESG) initiatives.
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Making a Real-World Impact: We are one of the few companies globally that helps its customers pursue justice, truth, and transparency. Together, with the professionals and institutions we serve, we help uphold the rule of law, turn the wheels of commerce, catch bad actors, report the facts, and provide trusted, unbiased information to people all over the world.
In the United States, Thomson Reuters offers a comprehensive benefits package to our employees. Our benefit package includes market competitive health, dental, vision, disability, and life insurance programs, as well as a competitive 401k plan with company match. In addition, Thomson Reuters offers market leading work life benefits with competitive vacation, sick and safe paid time off, paid holidays (including two company mental health days off), parental leave, sabbatical leave. These benefits meet or exceeds the requirements of paid time off in accordance with any applicable state or municipal laws. Finally, Thomson Reuters offers the following additional benefits: optional hospital, accident and sickness insurance paid 100% by the employee; optional life and AD&D insurance paid 100% by the employee; Flexible Spending and Health Savings Accounts; fitness reimbursement; access to Employee Assistance Program; Group Legal Identity Theft Protection benefit paid 100% by employee; access to 529 Plan; commuter benefits; Adoption & Surrogacy Assistance; Tuition Reimbursement; and access to Employee Stock Purchase Plan.
Thomson Reuters complies with local laws that require upfront disclosure of the expected pay range for a position. The base compensation range varies across locations.
Eligible office location(s) for this role include one or more of the following: New York City, San Francisco, Los Angeles, and/or Irvine, CA; Mc Lean, VA; Washington, DC. The base compensation range for the role in any of those locations is $115,300 USD - $214,100 USD.
Base pay is positioned within the range based on several factors including an individual’s knowledge, skills and experience with consideration given to internal equity. Base pay is one part of a comprehensive Total Reward program which also includes flexible and supportive benefits and other wellbeing programs.
This role may also be eligible for an Annual Bonus based on a combination of enterprise and individual performance.
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.
As a global business, we rely on the unique backgrounds, perspectives, and experiences of all employees to deliver on our business goals. To ensure we can do that, we seek talented, qualified employees in all our operations around the world regardless of race, color, sex/gender, including pregnancy, gender identity and expression, national origin, religion, sexual orientation, disability, age, marital status, citizen status, veteran status, or any other protected classification under applicable law. Thomson Reuters is proud to be an Equal Employment Opportunity Employer providing a drug-free workplace.
Thomson Reuters makes reasonable accommodations for applicants with disabilities, including veterans with disabilities, and for sincerely held religious beliefs in accordance with applicable law. If you reside in the United States and require an accommodation in the recruiting process, you may contact our Human Resources Department at HR.Leave-Expert@thomsonreuters.com. Disability accommodations in the recruiting process may include things like a sign language interpreter, making interview rooms accessible, providing assistive technology, or other relevant accommodations. Please note this email is not intended for general recruitment questions and we will promptly respond to inquiries regarding accommodations. More information on requesting an accommodation here.
Learn more on how to protect yourself from fraudulent job postings here.
More information about Thomson Reuters can be found on thomsonreuters.com
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About Thomson Reuters

Thomson Reuters
PublicThomson Reuters Corporation is a Canadian multinational content-driven technology conglomerate. The company was founded in Toronto, Ontario, and maintains its headquarters in the city at 19 Duncan Street.
10,001+
Employees
Toronto
Headquarters
Reviews
4.1
41 reviews
Work Life Balance
4.0
Compensation
4.5
Culture
4.1
Career
4.1
Management
3.7
79%
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Pros
Cutting-edge technology stack and interesting technical challenges
Competitive compensation packages with equity
Strong engineering culture with focus on code quality
Cons
Some legacy systems that need modernization
Fast-paced environment with tight deadlines
Internal politics in some teams
Salary Ranges
49 data points
Junior/L3
Mid/L4
Senior/L5
Manager
Junior/L3 · ASSOCIATE DEVELOPMENT MANAGER
4 reports
$108,074
total / year
Base
$93,891
Stock
-
Bonus
-
$108,074
$108,074
Interview Experience
7 interviews
Difficulty
2.3
/ 5
Duration
14-28 weeks
Offer Rate
14%
Experience
Positive 0%
Neutral 86%
Negative 14%
Interview Process
1
Application Review
2
Recruiter/Phone Screen
3
Technical Interview/Online Assessment
4
Final Round/Onsite Interview
5
Offer
Common Questions
Coding/Algorithm
Technical Knowledge
Behavioral/STAR
Past Experience
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