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Operations Support Coordinator

Lessen

Chicago, IL • $21.00 to $24.00 / hr • 9/20/2026

Job Description

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 ecosystemincluding 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.
TheOperations Support Coordinator(OSC)plays an integral role in operations forLessen operations. This role will manage a specialized subset of work order volume, ad hoc projectsand tasks that are more complex and/ ormore sensitiveincluding but not limited to Project WOs, Local Office Priorities and Escalations.This role will be in constant contact with vendors and residents to help relay all essential information and help coordinate appointments between all parties involved.TheOSCwill also provide feedback to management to ensure constant improvement of the project process.
What You'll Do:
  • Develop andmaintainpositive relationswith vendors, clients/ residents and internal partnersasrequiredto ensure superior client satisfaction.

  • Receive and handle customer calls and email requests for services andassistTL with client inquiries via external formats.

  • Manage real-time inquires while keeping track of and responding to commitments

  • Act as Project ManagerandVendorliaison as needed.

  • Manage the scheduling and completion of all project type work orders while ensuring all work orders are properly linked and sequenced.

  • Ensure work orders are thoroughly created to resolve the current needs and issues of the homes

  • Act as a final escalation point beforedeterminingwhether any disputes or un-satisfied service confirmations need to be highlighted to Team Leador Affiliate Market Manager

  • Maintain open communication withAffiliates in a manner that adheres to all contracts and agreed upon Scope of Work throughout the duration of the relationship

  • Provide information to supervisors, co-workers, and subordinates by telephone, in written form, e-mail, or in person; will be considered a point person for the handoff between shifts and/or other offices

  • Enter information into our database and ensure consistency and accuracy

  • Demonstrate professionalism in communication, relationship development, customer service, etc.

  • Shift flexibility may berequired

  • Foster a positive team environment

  • Ensure confidentiality and accuracy of internal and external data

  • Perform ad-hoc projects and other duties as assigned

  • Assistin training team members and provides constructive feedback as necessary

  • Provide market intelligence feedback to maximize customer satisfaction and to ensure strategies and policies are in place to attract andretaincustomers

  • Performs work under general supervision; carefully reviews the details and accuracy of work performed

What You'll Need:
  • High school diplomarequired

  • 4+ years of customer service experience preferred

  • Preferred experience as a CSA, Dispatch, CSRwith a high scorecard rating

  • Mastery of Lessen’s One platform is strongly preferred

  • Advanced troubleshooting knowledge and ability to articulate

  • Ability to communicate industry language

  • 1-3 years of experience preferred

  • Property maintenance experience

  • Trades knowledge

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.