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Lessen Jobs in Illinois (NOW HIRING)

Lessen

Vendor Sourcing Specialist

Chicago, IL · Hybrid

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

Chicago, IL · On-site

$20/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

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 · Remote

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

Chicago, IL · On-site

$20/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 · Hybrid

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

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

Machine Learning Engineer II

Chicago, IL · On-site

$100K - $137K/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 · Remote

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

Chicago, IL · On-site

$42K - $48K/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

Chicago, IL

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

Chicago, IL

$42K - $48K/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

$56.25 - $74.25/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

Senior Software Developer I

Chicago, IL · On-site

$56.25 - $74.25/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

Senior Software Developer I

Chicago, IL

$56.25 - $74.25/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 ...

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See Illinois salary details

$21

$31

$37

How much do lessen jobs pay per hour?

As of Jun 8, 2026, the average hourly pay for lessen in Illinois is $31.26, according to ZipRecruiter salary data. Most workers in this role earn between $27.84 and $35.23 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 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 May 2026, with employment types broken down into 82% Full Time, and 18% Part Time. Highlights an 86% Physical, 5% Hybrid, and 9% Remote job distribution, with an average salary of $65,021 per year, or $31.3 per hour.
Experienced Field Maintenance Technician (3+ Years Required)

Experienced Field Maintenance Technician (3+ Years Required)

Lessen

Chicago, IL • On-site, Remote

$23 - $27/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 26 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.
Pay is determined by several compensable factors, such as qualifications, skill level, competencies, and work location.
Pay range starting at $23 hr - $27 hr.
Lessen is seeking an experienced, solution-oriented Field Maintenance Technician with a minimum of 3 years of verifiable, hands-on experience in property management maintenance or a related trade. You will own your work orders, manage budgets, and oversee comprehensive maintenance for properties in our portfolio. We prioritize quality, over quantity, to provide excellent customer service to our clients. We are looking for forward thinking, and solution-oriented techs who want to grow with our brand as we expand our locations nationally.
• Quarterly Bonus! You will be eligible for a quarterly discretionary bonus of up to 5% of quarterly earnings
• No on-call! Weekday schedule!
• The company will provide a tool/equipment allowance of $50 per month
• The company will provide a cell phone allowance of $50 per month
• Company fleet vehicle and fuel card
• Growth opportunities into Lead Technicians and Field Maintenance Managers
• Provided OSHA training
• Competitive hourly rate and corporate-level benefits!
What You'll Do:
  • Respond, as directed, promptly and professionally to skilled maintenance and repair requests.
  • Ensure work is performed in a timely and professional manner
  • Assist with scheduling, overseeing, and communicating with contractors to obtain bids and checking work for completeness
  • Purchase maintenance supplies as needed for the property
  • Perform preventive maintenance and comprehensive repairs in the areas of plumbing, appliances, pool equipment, carpentry, sheetrock, exterior and basic electrical issues.

You Should Have:
  • Ability to travel within your region: this position is based 100% in the field.
  • 3+ years of verifiable, hands-on experience in property management maintenance, other building maintenance, or a related trade.
  • Demonstrated Proficiency in diagnosing, troubleshooting, and performing comprehensive repairs across all standard trades, plumbing, electrical, appliance, carpentry.
  • Proven ability to manage and complete independent work orders, budget time/materials, and communicate effectively with contractors/clients.
  • Current driver's license and automobile insurance.
  • Must be able to lift, push, pull 50lbs regularly; up to 75lbs occasionally; and 75+lbs with assistance.
  • Holding a current or previous plumbing license is a plus.

  • #IND2

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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