Sr. Director, GTM Strategy & AI Automation

What You'll Do

Senior Director, GTM Strategy & AI Automation is a transformational leader responsible for shaping Avalara’s go-to-market operating model through workflow modernization, AI enablement, and large-scale automation initiatives. This role drives measurable improvements in Sales efficiency and win-rate, Partner satisfaction and operational velocity, and Rev Ops productivity through simplified, scalable processes and intelligent automation.

The Senior Director partners closely with Sales, Partner, Rev Ops, IT, Architecture, and Security teams to ensure that automations are aligned with enterprise standards, compliant, and well-integrated into Avalara’s broader system and data frameworks.

• Define the strategic vision for GTM workflow modernization and automation across Sales, Partner, and Rev Ops.
• Evaluate current GTM processes holistically and build a roadmap focused on simplification, automation, and reducing operational friction.
• Architect scalable and efficient workflows that improve sales productivity, partner experience, and Rev Ops efficiency in alignment with IT and Architecture standards.
• Establish governance, best practices, and design principles for automated GTM processes in partnership with IT, Architecture, and Governance teams.

• Lead the delivery of enterprise-ready automations using platforms such as n8n, Glean, Custom GPTs, and similar tools.
• Drive the development of AI copilots and intelligent assistants that improve Sales effectiveness, Partner engagement, and Rev Ops operations.
• Collaborate with IT, Architecture, and Security to ensure automations meet enterprise security requirements, follow data and integration standards, and align with technical direction.
• Identify automation opportunities that improve rep workflows, partner motion speed, and internal Rev Ops throughput.

• Lead high-impact transformation programs that affect Sales, Partner, Rev Ops, IT, and Finance teams.
• Partner with Sales and Partner leadership to prioritize automation initiatives that drive rep efficiency, win-rate, partner satisfaction, and operational scale.
• Manage roadmap planning, stakeholder alignment, and cross-functional communication for GTM automation initiatives.
• Translate business goals into automation requirements that IT and systems teams can support within existing architectural frameworks.

• Partner with Sales Enablement to ensure effective rollout, training, and adoption of new workflows and AI/automation capabilities.
• Develop organizational readiness plans including documentation, communication strategies, and training frameworks.

Measure and communicate the impact of automation initiatives, including ROI, efficiency gains, and adoption metrics, in partnership with data teams

• 10+ years in Revenue Operations, GTM Strategy, Sales or Partner Operations, Business Systems, or related roles.
• 5+ years leading automation, AI enablement, or GTM transformation programs at scale.
• Strong expertise in designing automated workflows and AI-assisted processes in complex B2B SaaS environments.
• Deep understanding of Sales and Partner operational motions and the levers that impact rep efficiency, win-rate, and partner satisfaction.
• Extensive experience collaborating with IT, enterprise architecture, security, and data teams.
• Strong executive communication skills with the ability to influence stakeholders across technical and non-technical groups.
• Proven experience driving cross-functional programs with measurable outcomes.
• Background in SaaS, high-growth tech, or compliance-heavy industries.
• Experience deploying or managing AI copilots such as GPTs or Glean assistants for Sales or Partner teams.
• Experience scaling automation functions or establishing automation governance.

• Improvements in rep efficiency and effectiveness.
• Clear contribution to higher win-rates across targeted segments.

• Increased partner satisfaction due to simplified,…