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Lessen Jobs in Illinois (NOW HIRING)

Lessen

Customer Service Representative

Chicago, IL · On-site

$20 - $21.80/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

Product Marketing Manager

Chicago, IL · On-site

$158K/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

Customer Service Representative

Chicago, IL · On-site

$20 - $21.80/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

Product Marketing Manager

Chicago, IL · On-site

$100K - $130K/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

Product Marketing Manager

Chicago, IL · On-site

$158K/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

Salesforce Administrator - Contract

Chicago, IL · On-site

$110 - $130/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

Customer Service Representative

Chicago, IL · On-site

$20 - $21.80/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

Vendor Sourcing Specialist

Chicago, IL · On-site

$45K - $51K/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

Client Relationship Manager

Chicago, IL

$61K - $72K/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

Vendor Relationship Representative II

Chicago, IL · On-site

$15.87 - $20.63/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

Vendor Sourcing Specialist

Chicago, IL · On-site +1

$45K - $51K/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

Vendor Sourcing Specialist

Chicago, IL · On-site +1

$45K - $51K/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

Account Representative - Commercial

Chicago, IL · On-site

$41K - $45K/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

Client Relationship Manager

Chicago, IL · On-site

$61K - $72K/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

Salesforce Administrator - Contract

Chicago, IL · On-site

$110K - $130K/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

Systems Engineer I

Chicago, IL · On-site

$100K - $115K/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

Vendor Relationship Representative II

Chicago, IL · On-site

$15.87 - $20.63/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

Vendor Relationship Representative II

Chicago, IL · On-site

$15.87 - $20.63/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

Systems Engineer I

Chicago, IL · On-site

$100K - $115K/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 ...

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Lessen information

What is a lessen?

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 are the key skills and qualifications needed to thrive as a property maintenance coordinator?

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 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 popular job titles related to Lessen jobs in Illinois?

For Lessen jobs in Illinois, the most frequently searched job titles are:

What job categories do people searching Lessen jobs in Illinois look for?

The top searched job categories for Lessen jobs in Illinois are:

What cities in Illinois are hiring for Lessen jobs?

Cities in Illinois with the most Lessen job openings:

Lessen jobs near you
Infographic showing various Lessen job openings in Illinois as of August 2026, with employment types broken down into 1% As Needed, 85% Full Time, 13% Part Time, and 1% Contract. Highlights an 82% Physical, 4% Hybrid, and 14% Remote job distribution.

Customer Service Representative

Lessen

Chicago, IL • On-site

$20 - $21.80/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 12 days ago

Lessen rating

8.4

Company rating: 8.4 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

89th of 246 rated software companies

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 Customer Service Representative acts as a liaison between our clients and our network of vendors by managing all our clients' repair and maintenance needs within our technology platform, One by Lessen. This role communicates predominantly on the phone and electronically with clients and vendors to ensure all maintenance services are completed in an effective and efficient manner.
 
This is role will work Monday - Friday 1:00 PM - 10:00 PM Central Time. 
What You'll Do:
Develop and maintain positive client relations 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
Escalate all disputes or un-satisfied service confirmations in a timely manner
Remain on the queue and address all requests and customer questions
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
Enter information into our database and ensure consistency and accuracy
Demonstrate professionalism in communication, relationship development, customer service, etc.
Assist in training team members and provides constructive feedback as necessary
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
 
What You Need:
High school diploma required
3-4 years of customer service experience preferred
Basic troubleshooting knowledge and ability to articulate
Ability to communicate industry language
Computer Skills: proficiencies in: Microsoft Word, Excel, Outlook essential
 
$20 - $21.80 an hour
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.
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