2h ago
New
USD 150,000–165,000 per year

Director of Revenue Process and Technology

Illinois Or ArizonaFull Time Employeeexecutive
Other
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Quick Summary

Requirements Summary

· Competitive compensation · Health, Dental, Vision, Life, Disability options · 401K retirement savings plan · Paid vacation,

Technical Tools
Other
Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago. 

The Director of Revenue Process & Technology leads the standardization, automation, and technology strategy that powers Lessen’s go-to-market engine. This role owns the design and enforcement of consistent processes across sales, marketing, and account management; drives the roadmap for Lessen’s GTM technology stack, anchored by Salesforce; and leads the adoption and utilization of AI and automation to make the entire sales cycle faster, more predictable, and more scalable.

  • Define, document, and enforce standardized sales processes, lifecycle stages, and definitions across Sales, Marketing, and Customer Success so every function operates from the same playbook
  • Identify friction points across the funnel from lead generation through opportunity development, close, expansion, and renewal, and redesign of 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 architecture, data model, automation (Flows), and integrations between Salesforce and adjacent revenue systems (marketing automation, CPQ, forecasting, and reporting tools)
  • Lead evaluation, selection, and deployment of supporting GTM technologies, including low/no-code platforms, to extend Salesforce’s capabilities without adding unnecessary complexity
  • Lead the organization’s Master Data Management (MDM) and data governance strategy across the GTM sales systems
  • Drive user adoption of the technology stack through training, enablement, and change management.  Act as the escalation point for system usability and performance issues
  • Lead Lessen’s GTM evolution toward an AI-enabled operating model, embedding intelligence across the revenue lifecycle, including forecasting, pipeline management, account expansion, and renewals
  • Identify and prioritize opportunities to apply AI and automation to reduce manual work across the platform, from lead routing and lead scoring to next-best-action recommendations for sellers.
  • Partner with IT/Data teams to evaluate and deploy AI-enabled tools (agentic workflows, predictive insights, revenue intelligence) that are practical, secure, and genuinely improve seller productivity — not adoption for its own sake
  • Stay current on emerging AI and automation capabilities in the RevOps/GTM technology space and translate them into a realistic, sequenced roadmap for the organization
  • Bachelor’s degree in Business, Information Systems, Finance, Economics, or a related field
  • Demonstrated success in designing, standardizing, and scaling GTM processes across sales, marketing, and customer success
  • Deep, hands-on expertise with Salesforce CRM — architecture, automation, reporting, and data governance — with 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, and managing data at scale in common front-office technology environments
  • Strong written and verbal communication skills, with experience transforming complex analysis into clear, actionable insights for senior leadership

    • Requirements

    ~1 min read
  • MBA or other advanced degree preferred
  • Experience in SaaS, technology, or facility management and real estate-focused industries
  • Strong background in change management, project management
  • Experience in a matrixed, multi-service or multi-product B2B environment is a plus

    •  

    Why Lessen:
    ·        Competitive compensation
    ·        Health, Dental, Vision, Life, Disability options
    ·        401K retirement savings plan
    ·        Paid vacation, federal and floating holidays
    ·        Maternity/Paternity Pay
    ·        Career advancement opportunities
    ·        All the tools you'll need to be successful

    Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building.  Lessen is an Equal Opportunity Employer.  All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. 

    Location & Eligibility

    Where is the job
    Illinois Or Arizona
    Hybrid, some on-site time required
    Who can apply
    Same as job location

    About this job

    Pay per year
    $150,000–$165,000 a year
    133% above the $67,500 median for Other jobs on Jobera (139,609 salaries).
    Posted
    Today
    Employer
    has 119 open jobs on Jobera in 2 countries.

    Listing Details

    Posted
    November 10, 2026
    First seen
    November 10, 2026
    Last seen
    November 10, 2026

    Posting Health

    Days active
    0
    Repost count
    0
    Trust Level
    81%
    Scored at
    November 10, 2026

    Signal breakdown

    freshnesssource trustcontent trustemployer trust
    Apply for this position

    Lessen is a tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale.

    Employees
    1,001-5,000
    Domain
    Jobs
    View 119 jobs
    View company profile

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    Director of Revenue Process and TechnologyUSD 150,000–165,000 per year
    Apply Now