Head of AI Strategy & Deployment

About Databook
Databook is the AI guided selling platform and decision-support system built for enterprise GTM teams. Its three-layer architecture—verified customer-back intelligence, structured agentic reasoning, and guided coaching with closed-loop analytics—gives revenue organizations the consistency, confidence, and leadership visibility they need to win complex enterprise deals. Databook's customers drive more than $500B in annual revenue and include Salesforce, Microsoft, Databricks, Konica Minolta, and Schneider Electric. Learn more at www.databook.com.

Role Overview

The Head of AI Strategy & Deployment is responsible for driving customer impact, adoption, and revenue growth through value-led engagements across the full customer lifecycle. This role blends pre-sales strategy, post-sales execution, product influence, and team leadership to ensure customers realize measurable outcomes from Databook’s platform.

You will lead a team of Forward Deployed Engineers internally and partner with external consultancies to deliver Agentic AI solutions for go-to-market use cases. You will additionally develop proprietary frameworks, and collaborate cross-functionally to deliver high-quality, outcome-driven agentic experiences.

Key Responsibilities

• Lead Value-Driven Pre-Sales Engagements: Deliver compelling, outcome-focused demonstrations aligned to customer priorities. Lead technical discovery to assess workflow fit and data feasibility, and identify opportunities to drive expansion through increased platform adoption.

• Own Seamless Post-Sales Delivery: Partner closely with customers and post-sale team members to ensure a smooth transition from pre-sales to delivery. Configure and deploy agentic workflows, and lead go-live readiness including QA and UAT to ensure successful customer outcomes.

• Shape The Future of AI GTM Product Innovation: Collaborate with Customers and our Product and Engineering teams to identify new agentic patterns that drive GTM productivity. Oversee platform outputs meet a high standard of quality and business relevance. Own Databook’s proprietary quality framework, contributing to the evolution of differentiated eval and quality assurance.

• Scale Customer Enablement through AI Bootcamps: Design and deliver impactful customer training programs in partnership with R&D, enabling users to successfully build and adopt solutions on the platform. Lead quarterly bootcamps to accelerate adoption and long-term customer value.

About You

• Proven track record in value-based selling and driving measurable customer outcomes and revenue growth

• Minimum 8 years of experience in a Strategy Consulting role with an MBA and experience in financial analysis

• Experience operating across the full customer lifecycle, including pre-sales, post-sales, and cross-functional product collaboration

• Strong analytical and data-driven mindset, with the ability to define and optimize key performance metrics

• Deep passion for using agentic tools in business and personal workflows

• Exceptional stakeholder and project management skills, with experience influencing Sales, Product, and Engineering teams

• Ability to translate complex technical concepts into clear, compelling business value propositions

• Experience building and scaling repeatable go-to-market methodologies and sales playbooks

• Proven leadership experience, including hiring, coaching, and developing high-performing teams as well as cross-functional leadership responsibilities

Databook provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, pregnancy, military and veteran status, age, physical and mental disability, genetic characteristics, or any other considerations made unlawful by applicable state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. Databook expressly prohibits any form of workplace harassment based on race, color, religion, sex, national origin, pregnancy, military and veteran status, age, physical and mental disability, or genetic characteristics.