SECTION I · THE BRIEF
Brief #71480Updated 11 AUG 2026CHICAGO, ILLeverKHOSLA VENTURES
Employbl Company Profile

Salesforce Administrator - Contract

Lessen is an online platform for managing properties and maintenance services.

Location
Chicago, IL
Company size
Posted
1w ago
Via
Lever
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  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
  • 04Hiring manager & team contextLocked
  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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Salesforce Administrator - Contract · Lessen

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Job title
Salesforce Administrator - Contract
Job location
Chicago, IL
Job description
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 Salesforce Administrator owns the Salesforce platform and all associated applications within the CRM. This role is a sales-focused contributor who leads the administration of our Salesforce instance, ensuring it is scalable, secure, and optimized to drive growth. The role requires a proactive problem-solver who can bridge the gap between complex business requirements and technical expertise. The role is a vital member of Lessen’s Revenue Operations Team and works collaboratively with multiple internal departments including Sales, Marketing, Vendor Relations, and Operations to execute our growth plan.
What You'll Do:
  • Owns the end-to-end Salesforce user experience for the sales and account management organization through the configuration, design, functionality, and end-user support of the Salesforce platform, including SalesCloud and MarketingCloud.

  • Actively engages with business stakeholders to gather & analyze requirements and propose solutions that leverage Salesforce functionality. Translates approved solutions into actionable deliverables, ensuring high levels of quality, accuracy, and process consistency.

  • Partners with organization leader to document and manage the evolution of the overall Salesforce architecture ensuring scalability, performance and alignment with organizations direction and business objectives.

  • Collaborates with Sales, Marketing, Operations, and Legal to automate high-friction manual tasks, including the use of AI automation. Emphasizing the reduction in clicks and redundancy.

  • Manages the integration of applications connected to Salesforce.com, including but not limited to ZoomInfo, Microsoft Teams, Sales Navigator, and more.

  • Leads data governance initiatives that underpin our reporting and sales forecasting, delivering a transparent and actionable view of our global sales to the executive suite.

  • Supports the Enterprise Team (Sales Operations, Marketing, Solution Development, Operations) in cross-functional projects and strategic changes to systems and processes.

  • Trains sales and account management teams to utilize Salesforce and other related tools through best practices including distribution of created or obtained training materials.

What You Need:
  • Bachelor’s degree in related field, or equivalent work experience

  • 4+ years of hands-on Salesforce Administration experience in a sales-focused environment

  • Advanced skills in Salesforce, including Salesforce Sales Cloud and Salesforce Marketing Cloud.

  • Experience working for a service provider or SaaS technology company strongly preferred

    • Proficient in Microsoft Office Suite, Smartsheet, and efficiency software such a Microsoft Team and Zoom.

    • Advanced skills in Salesforce, including Salesforce Sales Cloud and Salesforce Marketing Cloud.

    • Working knowledge of Salesforce Agentforce, Einstein AI; Claude or similar AI tools, ZoomInfo, LinkedIn Sales Navigator, CLM systems, and Salesforce DevOps tools

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Lessen headquarters

Scottsdale, AZ

Founded

2019

Total raised

$735,000,000

View company profile ↗

Funding rounds

  • Series Unknown$500M
  • Series B$30M
  • Series B$170M
  • Series A$35M