Sr. Manager Sales Tooling & AI

8–12+ years of experience in Sales Operations, Revenue Operations, Sales Technology, Engineering, or related roles in mid-to-large enterprise environments.

5+ years of deep, hands-on Salesforce experience, including architecture, automation (Flows), integrations, and data governance.

Strong expertise in Salesloft (or comparable sales engagement platform) with demonstrated success driving adoption and measurable productivity gains.

Proven experience designing and implementing automation strategies that improve sales efficiency.

Exposure to AI-enabled sales tools, predictive modeling, or workflow intelligence solutions.

Highly analytical, systems-oriented thinker with the ability to connect tooling decisions to commercial outcomes.

High-impact role with visibility to senior leadership

– Help shape the systems that power Groupon’s global sales organization.

Opportunity to influence the future of a global public company

– Play a key role in modernizing the technology and workflows that drive our commercial growth.

Entrepreneurial environment where your contributions matter

– Move quickly, simplify complexity, and see your work translate into real business impact.

Manager of Sales Tooling & AI is a strategic and technical leader responsible for architecting, optimizing, and scaling Groupon’s sales technology ecosystem, with primary ownership of Salesforce and Salesloft.

This role sits at the intersection of Sales, Sales Operations, Engineering, and Analytics, ensuring our sellers are equipped with intuitive, automated, and AI-enabled tools that drive productivity and performance.

This leader will modernize and simplify a historically layered sales tech stack by establishing a clear point of view on systems architecture, automation strategy, and AI-forward solutioning.

The mandate is not simply to administer tools, but to transform them into a competitive advantage by reducing friction, improving data integrity, and enabling intelligent workflows that drive measurable commercial outcomes.

Manager will lead a high-performing team of Salesforce Administrators and Business Program Managers responsible for CRM governance, sales engagement optimization, automation, integrations, and continuous innovation across the sales technology landscape.