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Lessen Jobs in Chicago, IL (NOW HIRING)

Lessen

Customer Escalations Representative IV

Chicago, IL · On-site +1

$20 - $21/hr

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 ...

Lessen

Jr. Associate Account Manager

Chicago, IL · On-site

$42K - $57K/yr

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 ...

Lessen

Jr. Associate Account Manager

Chicago, IL · On-site

$42K - $57K/yr

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 ...

Lessen

Jr. Associate Account Manager

Chicago, IL

$42K - $57K/yr

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 ...

Lessen

Senior Software Developer I

Chicago, IL · On-site

$56.25 - $74.25/hr

Lessen is a tech-enabled property service provider transforming real estate services. The Senior Software Developer will manage day-to-day software development activities, lead a small team, and ...

TMS International

Weighmaster

Gary, IN

$15/hr

Our services help lessen steelmakers' environmental impacts and contribute to a cleaner environment. The secret to our success is the expertise of our people and our commitment to unrivaled service.

Walgreens

Pharmacist Local Specialty

Woodridge, IL · On-site

$57.75 - $69.50/hr

Maintains awareness of third party pharmacy business opportunities, and assures proper administration and implementation of third party pharmacy systems and procedures to lessen payment rejections.

Walgreens

Pharmacy Manager Local Specialty

Woodridge, IL · On-site

$64.50 - $75.75/hr

Maintains awareness of third-party pharmacy business opportunities and assures proper administration and implementation of third-party pharmacy systems and procedures to lessen payment rejections.

Duane Reade

Pharmacy Manager Local Specialty

Woodridge, IL · On-site

$64.50 - $75.75/hr

Maintains awareness of third-party pharmacy business opportunities and assures proper administration and implementation of third-party pharmacy systems and procedures to lessen payment rejections.

Walgreens

Pharmacy Manager Local Specialty

Woodridge, IL · On-site

$64.50 - $75.75/hr

Maintains awareness of third-party pharmacy business opportunities and assures proper administration and implementation of third-party pharmacy systems and procedures to lessen payment rejections.

Walgreens

Pharmacist Local Specialty

Woodridge, IL · On-site

$87K - $168K/yr

Maintains awareness of third party pharmacy business opportunities, and assures proper administration and implementation of third party pharmacy systems and procedures to lessen payment rejections.

Duane Reade

Pharmacy Manager Local Specialty

Woodridge, IL · On-site

$64.50 - $75.75/hr

Maintains awareness of third-party pharmacy business opportunities and assures proper administration and implementation of third-party pharmacy systems and procedures to lessen payment rejections.

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Lessen information

See Chicago, IL salary details

$24

$36

$44

How much do lessen jobs pay per hour?

As of Jun 10, 2026, the average hourly pay for lessen in Chicago, IL is $36.57, according to ZipRecruiter salary data. Most workers in this role earn between $32.57 and $41.20 per hour, depending on experience, location, and employer.

What are Lessen jobs?

Lessen is a property services company that connects property owners with local service professionals for property maintenance, repairs, and renovations. Jobs at Lessen typically involve roles such as project management, field operations, customer service, software development, and skilled trades like plumbing or electrical work. Employees at Lessen help streamline property upkeep for clients, ensuring quality service and timely project completion. Working at Lessen may also involve using technology platforms to coordinate tasks, schedule work, and communicate with clients and contractors.

What is the difference between Lessen vs Delivery Driver?

AspectLessenDelivery Driver
Required CredentialsBusiness or retail management experience, customer service skillsValid driver’s license, vehicle insurance, sometimes a commercial driver’s license
Work EnvironmentOffice, retail stores, or warehouse settingsOn the road, making deliveries, working outdoors or in vehicles
Employer & Industry UsageRetail, logistics, or delivery service companiesCourier, food delivery, logistics companies

While Lessen focuses on managing retail or business operations, Delivery Drivers primarily handle transportation and delivery tasks. Both roles require customer interaction but differ in work environment and credentials. Understanding these differences helps job seekers find the right fit based on skills and career goals.

What are the key skills and qualifications needed to thrive as a Property Maintenance Coordinator, and why are they important?

To thrive as a Property Maintenance Coordinator, you need strong organizational skills, knowledge of property management procedures, and experience in coordinating repairs or maintenance, often supported by a background in facilities management or real estate. Familiarity with property management software, work order systems, and budgeting tools is typically required. Excellent communication, problem-solving, and customer service skills help you effectively liaise between property owners, tenants, and service providers. These skills are crucial for ensuring timely maintenance, tenant satisfaction, and efficient property operations.

What are some common challenges faced by professionals working in property management roles at Lessen, and how can they be addressed?

Professionals in property management roles at Lessen often navigate the complexities of coordinating maintenance, managing vendor relationships, and ensuring resident satisfaction across multiple properties. Meeting tight deadlines, handling emergency repairs, and balancing client expectations can be challenging yet rewarding aspects of the job. Success typically involves strong communication skills, efficient use of Lessen’s technology platform, and proactive problem-solving. Collaborating closely with both internal teams and external service providers helps streamline processes and deliver consistent results.
What are popular job titles related to Lessen jobs in Chicago, IL? For Lessen jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Lessen jobs in Chicago, IL look for? The top searched job categories for Lessen jobs in Chicago, IL are:
Lessen jobs near you
Infographic showing various Lessen job openings in Chicago, IL as of June 2026, with employment types broken down into 1% As Needed, 85% Full Time, 12% Part Time, and 2% Nights. Highlights an 85% Physical, 8% Hybrid, and 7% Remote job distribution, with an average salary of $76,057 per year, or $36.6 per hour.
Customer Escalations Representative IV

Customer Escalations Representative IV

Lessen

Chicago, IL

$20 - $21/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 14 days ago

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. 

Let's say a resident has a leaking toilet.  That resident can submit a work order request through an app using their smart phone, 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.  
 
The schedule for this role is 11:00 AM - 8:00 PM on Monday, Tuesday, Wednesday, Saturday and Sunday.
 
What You'll Do:
  •  
  • The schedule for this role is 11:00 AM - 8:00 PM on Monday, Tuesday, Wednesday, Saturday and Sunday.
  • Develop and maintain positive client relations as required to ensure superior client satisfaction
  • Receive and handle customer calls and email requests for services
  • Manage real-time inquires while keeping track of and responding to commitments
  • Manage the scheduling and completion of all services assigned by customers; many of the services a Senior CSR will handle will be complex project type work {examples: closed stores or restaurants with multiple Affiliates involved}
  • Act as final escalation point before determining whether any disputes or un-satisfied 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 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
  • May be required to run special reports for the Team Lead and/or Client, as well as provide analysis on performance trends
  • Demonstrate professionalism in communication, relationship development, customer service, etc.
  • Assist in 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 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
  •  
Role Specific Skills:
  • Computer Skills: proficiencies in: Microsoft Word, Excel, Outlook essential
 
You Should Have:
  • 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
Other Relevant Qualifications:
  • Undergraduate degree / internship preferred
  • Intellectual agility and adaptability
  • Property maintenance experience
  • Trades knowledge
Compensation
  • $20.00 - 21.00 hourly
Pay is determined by several compensable factors, such as qualifications, skill level, competencies, and work location.  
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. 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.
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