Director of Revenue Process and Technology

Lessen•Illinois or Arizona, IL

21h

About The Position

The Director of Revenue Process and Technology leads the standardization, automation, and technology strategy that powers Lessen’s go-to-market engine. The role owns consistent processes across Sales, Marketing, and Customer Success; drives the roadmap for the GTM technology stack, anchored by Salesforce; and leads adoption of AI and automation to make the sales cycle faster, more predictable, and more scalable. The position is responsible for defining and enforcing processes and data standards, improving workflows across the revenue lifecycle, and delivering reporting on revenue productivity. It also owns the strategy and roadmap for revenue technologies, Salesforce architecture and integrations, GTM data governance, and technology adoption. The role leads the evolution toward an AI-enabled operating model, partnering with IT and Data teams to deploy practical, secure AI and automation capabilities.

Requirements

Bachelor’s degree in Business, Information Systems, Finance, Economics, or a related field.
Demonstrated success designing, standardizing, and scaling GTM processes across Sales, Marketing, and Customer Success.
Deep, hands-on expertise with Salesforce CRM, including architecture, automation, reporting, and data governance, and proven experience managing a broader revenue technology stack.
Technical experience applying AI and automation, including AI agents and low/no-code platforms, to revenue operations.
Experience managing data at scale in common front-office technology environments.
Strong written and verbal communication skills.
Experience transforming complex analysis into clear, actionable insights for senior leadership.

Nice To Haves

MBA or other advanced degree.
Experience in SaaS, technology, or facility management and real estate-focused industries.
Strong background in change management and project management.
Experience in a matrixed, multi-service or multi-product B2B environment.

Responsibilities

Define, document, and enforce standardized sales processes, lifecycle stages, and definitions across Sales, Marketing, and Customer Success.
Identify funnel friction from lead generation through opportunity development, close, expansion, and renewal, and redesign workflows to remove manual, redundant, or inconsistent steps.
Establish data quality, field-level, and process-adherence standards, and implement governance to maintain data integrity as the organization scales.
Deliver an end-state suite of reporting and analysis for revenue productivity measures.
Own the strategy and roadmap for Lessen’s revenue technology stack, with Salesforce CRM as the system of record for Sales, Marketing, and Customer Success.
Partner with ProdTech, the RevOps Team, Sales, and Marketing on Salesforce architecture, data model, automation, and integrations with adjacent revenue systems.
Lead evaluation, selection, and deployment of supporting GTM technologies, including low/no-code platforms.
Lead Master Data Management and data governance strategy across GTM sales systems.
Drive user adoption of the technology stack through training, enablement, and change management, and act as the escalation point for usability and performance issues.
Lead Lessen’s GTM evolution toward an AI-enabled operating model, embedding intelligence across forecasting, pipeline management, account expansion, and renewals.
Identify and prioritize opportunities to apply AI and automation to reduce manual work, including lead routing, lead scoring, and next-best-action recommendations.
Partner with IT and Data teams to evaluate and deploy practical, secure AI-enabled tools that improve seller productivity.
Monitor emerging AI and automation capabilities in RevOps and GTM technology and translate them into a realistic, sequenced roadmap.