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.

In this role as Manager, AI Sales Effectiveness you will:

• 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

• Maintain a governed, versioned set of prompts and workflows for Mid‑Law sales
• Establish update cadence, 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

• 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

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

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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.
• 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 comprehensive benefit plans to include flexible vacation, two…