Customer Escalations Representative IV

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 sen’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.

Let’s say a resident has a leaking toilet. That resident can submit a work order request through an app using their smartphone, the website using a desktop computer, or by calling in the request and speaking to one of our customer service representatives (maybe you!). After the work order has been created, our system and dispatch team send it to a qualified plumber in our network.

Our Follow Up Team then ensures the toilet gets fixed in a timely manner and the resident is kept updated along the way.

Schedule for this role is 11:00 AM - 8:00 PM on Monday, Tuesday, Wednesday, Saturday and Sunday.

• Develop and maintain positive client relations to ensure superior client satisfaction.
• Receive and handle customer calls and email requests for services.
• Manage real‑time inquiries while keeping track of and responding to commitments.
• Schedule and oversee completion of all services assigned by customers; many of the services a Senior CSR will handle will be complex project‑type work (e.g., closed stores or restaurants with multiple Affiliates involved).
• Act as final escalation point before determining whether any disputes or unsatisfied service confirmations need to be highlighted to Team Lead.
• Maintain open communication with affiliates in a manner that adheres to all contracts and agreed‑upon Scope of Work throughout the relationship.
• Provide information to supervisors, co‑workers, and subordinates by telephone, in written form, email, or in person; serve as a point person for handoffs between shifts and/or other offices.
• Generate special reports for the Team Lead and/or client and provide analysis on performance trends.
• Demonstrate professionalism in communication, relationship development, customer service, etc.
• Assist in training team members and provide constructive feedback as necessary.
• Provide market intelligence feedback to maximize customer satisfaction and to ensure strategies and policies are in place to attract and retain customers.
• Shift flexibility may be required.
• Foster a positive team environment.
• Ensure confidentiality and accuracy of internal and external data.
• Perform ad‑hoc projects and other duties as assigned.

• Computer skills: proficiency in Microsoft Word, Excel, Outlook (essential).

• High school diploma required.
• 4+ years of customer service experience preferred.
• Preferred experience as a CSR III.
• Basic troubleshooting knowledge and ability to articulate.
• Ability to communicate industry language.

• Undergraduate degree or internship preferred.
• Intellectual agility and adaptability.
• Property maintenance experience.
• Trades knowledge.

• $20.00 – $21.00 hourly.

Pay is determined by several compensable factors, such as qualifications, skill level, competencies, and work location.

• Competitive compensation.
• Health, Dental, Vision, Life, Disability options.
• 401(k) 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. 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.