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Lessen Jobs in Chicago, IL (NOW HIRING)

Account Representative

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 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 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 ...

Weighmaster

Gary, IN · On-site

$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.

Scarfer A

Gary, IN · On-site

$31 - $40/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.

Scarfer A

Gary, IN · On-site

$31 - $40/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.

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.

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.

Pharmacy Manager Local Specialty

Chicago, IL · On-site

$67 - $78.75/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.

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.

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.

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.

Showing results 21-40

Lessen information

See Chicago, IL salary details

$24

$36

$44

How much do lessen jobs pay per hour?

As of Sep 2, 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 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 Chicago, IL?

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

Infographic showing various Lessen job openings in Chicago, IL as of August 2026, with employment types broken down into 2% As Needed, 90% Full Time, 7% Part Time, and 1% Contract. Highlights an 88% Physical, 4% Hybrid, and 8% Remote job distribution, with an average salary of $76,057 per year, or $36.6 per hour.

Account Representative

Lessen

Chicago, IL • On-site

$41K - $45K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 9 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 247 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 Account Representative is responsible for the day-to-day delivery of facilities services to a number of major client sites within a geographic territory or trade. This role plays an integral part in client work order management, operational support, and financial successes for the clients supported. This role works closely with the Team Lead to provide support to daily client challenges, execute on special projects or initiatives, and being a primary internal point of contact for the Team Lead, Customer, or Affiliate within the team. 
What You'll Do:
  • Serve as a client point of contact for assigned locations, regularly interacting with customers, affiliates, and internal team members 

  • Evaluate all client requests for urgency, efficacy, and necessity to ensure that the client's maintenance needs are met in a timely manner, in line with the key metrics defined by the department 

  • Manage all service requests by understanding the issue in context, following up with the appropriate resources for project completion, maintaining appropriate timelines, and communicating regularly with clients, vendors, and department leadership 

  • Anticipate, take ownership of, and proactively manage client escalations in order to achieve resolution as quickly as possible, while escalating the most complex and consequential issues to department leadership with actionable recommendations for solutions 

  • Developing and manage relationship with various client stakeholders including service location staff and their management, corporate functions, and the management offices for facilities-related programs and projects 

  • Coordinate with and appropriately direct workflows among the client's internal commodities and external service providers to ensure work is completed and accounted for per the client's specifications 

  • Coordination with external third-party stakeholders including municipal governments, landlords, property associations, and other third-party vendors to resolve all facilities-related issues 

  • Ensure full utilization of warranty provisions (both equipment and service) and evaluate lease terms to ensure that client funds are not spent on repairs for which another party is liable 

  • Coordinate with and provide direction to after-hours and weekend coverage teams to maintain 24/7 coverage of all client support activities 

  • Fosters a positive team environment and may provide coaching or mentoring to team members 

  • Ensures confidentiality and accuracy of internal and external data 

  • Performs ad-hoc projects and other duties as assigned 

What You Need:
  • Bachelor's Degree 

  • 0-3 years of experience preferred 

  • Experience in facilities management, maintenance management, or building engineering, maintenance trades, or related fields a plus

  • Computer Skills: Proficiency in Microsoft Word, Excel, PowerPoint, Outlook required  

$41,000 - $45,000 a year
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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