Revenue AI Strategy & Innovation Director

The Revenue AI Strategy & Innovation Director is the visionary architect responsible for defining and driving AI applications across the revenue organization , optimizing productivity, pipeline creation, and decision speed across the revenue lifecycle. This role operates at the intersection of Revenue Operations, Sales Technology, Analytics, and Go-to-Market leadership and executive team. The Revenue AI Strategy & Innovation Director focuses on building and identifying high-impact use cases, redesigning workflows, running pilots, and scaling AI-enabled improvements that support predictable growth.

As an individual contributor focused on strategy, experimentation, and execution rather than platform ownership or model development, this role drives organizational-wide impact through thought leadership, experimentation, and cross-functional influence. Through AI-enabled workflow improvements, accelerated return on technology investments, and reduced manual work across the revenue lifecycle, this role defines and builds a repeatable model for continuous improvement across the commercial organization.

Based out of Canada or the USA (In Provinces/States we can hire in legally), this role will report to the Vice President, Revenue Strategy & Operations.

WHAT YOU’LL DO:

AI Strategy & Prioritization

• Develop the Revenue AI strategy and framework, Identifying and prioritizing high-impact AI opportunities across prospecting, pipeline management, forecasting, and customer lifecycle


• Define and evolve AI roadmap across the revenue lifecycle, aligned to business objectives


• Provide strategic insights and guidance to leadership and executives on where to invest to maximize productivity outcomes

Workflow Design & Innovation

• Redesign seller workflows using AI signals, automation, and decision support


• Translate data and technology capabilities into practical field experiences


• Identify friction in current workflows and drive simplification through AI-enabled design

Experimentation & Transformation

• Lead high-impact pilot initiatives to test new AI capabilities across Sales, Marketing, and Customer Success


• Define success criteria and measurement frameworks


• Capture key learnings and present leaders with actionable insights and recommendations to guide decisions on scaling, iteration or transformation

Cross-Functional Orchestration

• Partner with Revenue Operations, Systems, and Intelligence to align on governance, integration,, and thoughtful execution


• Influence key stakeholders, senior leaders and executives with the Revenue organization to drive alignment on AI-enabled initiatives


• Act as a catalyst and change agent to accelerate global adoption and minimize organizational friction during transitions.

Adoption & Impact Measurement

• Drive the cultural shift toward an AI-first mindset, overseeing the change management strategy to ensure successful adoption across the Revenue organization


• Define productivity, pipeline, and workflow impact metrics


• Track and report on ROI, adoption, and effectiveness of AI initiatives


• Provide executive visibility into value delivered


• Lead the design, development, and delivery of revenue-wide learning initiatives focused on AI and data-driven insights. This includes driving training programs, workshops, and enablement sessions for leaders and employees across Hootsuite to build AI fluency and support the adoption of advanced AI tools and practices.

WHAT YOU’LL NEED:

• 15+ years in Revenue Operations, Sales Strategy, Sales Technology, or enterprise transformation roles


• Experience redesigning workflows or leading productivity initiatives


• Experience running pilot programs or experimentation frameworks


• Strong understanding of modern GTM tech ecosystem (CRM, engagement tools, data providers, forecasting)


• Experience working cross-functionally across Sales, Marketing, Customer Success, and Technology


• Experience working in complex, fast-moving or high-growth environments


• Ability to translate emerging technology into practical business use cases


• Demonstrated success leading cross-functional transformation initiatives


• Strong communication and change leadership skills


• Inclusive Leadership: Builds inclusive, cohesive teams which apply diversity to achieve common goals


• Play to Win: Capably delivers results through others, is good at establishing clear direction, helping others achieve their best work


• Long Range Planning: Identifies key issues and relationships relevant to achieving a long-range goal or vision; Builds an integrated plan for course of action to accomplish this vision


• Enablement: Challenges and supports others to create results but also develop new capabilities. Successfully develops the capacity and capability of team and individuals on the team

WHO YOU ARE:

• Tenacious. You are determined to succeed, and you are motivated by the success of customers, colleagues and the community.


• Curious. You are always learning and seeking ways to make things better.


• Conscientious. You keep your promises, taking your commitments to others seriously, and you have strong integrity.


• Humble. You lead with humility and empathy, respecting and learning from the perspectives of others.