Director, B2B Sales Capabilities and AI Enablement

Expedia Group brands power global travel for everyone, everywhere. We design cutting-edge tech to make travel smoother and more memorable, and we create groundbreaking solutions for our partners. Our diverse, vibrant, and welcoming community is essential in driving our success.

To shape the future of travel, people must come first. Guided by our Values and Leadership Agreements, we foster an open culture where everyone belongs, differences are celebrated and know that when one of us wins, we all win.

We provide a full benefits package, including exciting travel perks, generous time-off, parental leave, a flexible work model (with some pretty cool offices), and career development resources, all to fuel our employees' passion for travel and ensure a rewarding career journey. We’re building a more open world. Join us.

The Director, B2B Sales Capabilities and AI Enablement is responsible for defining, building, and scaling the tools, processes, and capabilities that enable our global Sales organization to operate with excellence. This role leads a small team, focused on empowering sellers and sales leaders through streamlined workflows, data-driven processes, effective tools, and adoption of emerging technologies (including AI-enabled solutions).

The Director will work cross-functionally with Sales, Marketing, Product, Finance, and Operations leaders to understand business needs and translate them into scalable, repeatable capabilities that drive productivity, consistency, and revenue outcomes. This is a strategic, high-impact leadership role with visibility across the Commercial organization.

• Develop the long-term vision and roadmap for Sales Capabilities in alignment with Commercial strategy.
• Lead and mentor a high-performing team across process design, capability development, tool enablement, and change management.
• Serve as a strategic partner for Sales leadership on capability needs, pain points, and investment priorities.

• Lead the prioritisation, development, and adoption of key sales tools
• Evaluates external tooling and industry solutions, benchmarks them against internal capabilities, and develops robust business cases and recommendations. If necessary, leads vendor engagement, contracting, implementation, and successful launch.
• Collaborate with cross-functional teams to identify capability gaps and deliver solutions that support global teams at scale.
• Champion AI-driven capabilities and ensure they are integrated effectively into sales workflows.

• Drive organizational readiness and enablement for new tools, processes, and ways of working.
• Develop communication and rollout plans to ensure high adoption across geographies and sales segments.
• Measure adoption, effectiveness, and ROI of capabilities and make data-driven improvements.

• Partner with Product and Tech on capability requirements and prioritization.
• Work with Marketing, Operations, and Sales Excellence and Support to ensure consistent execution across the Commercial lifecycle.
• Serve as a point of escalation for capability-related issues impacting the field.

• 10+ years of experience in Sales Operations, Commercial Operations, Revenue Operations, or related functions.
• 5+ years in a leadership role managing teams across process, tooling, or capability development.
• Proven track record designing and scaling complex sales processes in a global organization.
• Deep expertise in Sales technology (CRM, automation tools, enablement platforms; Salesforce expertise strongly preferred).
• Experience implementing or integrating AI-powered capabilities or automation initiatives.
• Strong stakeholder management skills with the ability to influence senior leaders.
• Exceptional communication, strategic thinking, and project leadership abilities.
• Comfortable navigating ambiguity and building structure in evolving business environments.

• Experience in a large, matrixed technology or travel industry organization.
• Experience building capabilities for both enterprise and SMB sales motions.
• Back…