Manager, AI Sales Effectiveness

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 update cadences, contribution standards and quality controls for prompt libraries

• Operate a review process to ensure accuracy, relevance 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, sales workflows and usability issues

• Provide feedback on tool configuration, feature usefulness, and workflow friction

• 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 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:

• 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 a