CAREERS
Join the Lessen team
From the technicians and vendors who show up on-site to the account teams and platform that keep it all connected, Lessen is built by people who get things done. Come do work you can actually see land, at a scale few companies ever reach.
Help us revolutionize real estate services
Lessen exists to make property services simpler, faster, and better; for the people who rely on us and the people who do the work. Every Lessen employee plays a part in that, whether you're in the field, on the phone with a customer, or building the platform behind it.
Named one of Built In Chicago’s 2026 Best Places to Work
Having a well-defined culture is a key ingredient in successful companies. Our values create a shared approach to "how" we work at Lessen. They help us solve our most challenging problems and define what success looks like at every level. Our culture aims to create an environment of collaboration, inclusivity and opportunity.
Being a Lessener has
major benefits
Real growth, real support, real benefits. Here's what being part of the Lessen team actually looks like.
Learn from industry pros
Whether you’re new to the industry or you’ve worked in property maintenance before, we have training throughout your time at Lessen to help you expand your skillset and achieve your career goals.
Our commitment to giving back
Our employee volunteer program gives Lesseners paid time to give back to their choice of our national and local partners. Plus, we back all our volunteer efforts with corporate donations to better our communities.
Investing in our leaders
We believe the best leaders come from within. Through our management and accelerated leadership training programs, we give stand-out Lesseners the tools to reach their full potential.
Full-scale benefits
From paid parental leave and pre-tax commuter options to on-demand counseling services and pet insurance, our extensive list of benefits has been tailor-made to support our employees and their loved ones.
Opportunities for advancement
Valued at over $1 billion, we’re a rapid-growth company with tons of new opportunities for growth and development constantly emerging. Last year alone, 1 in 10 Lesseners made an internal career move.
A focus on the full you
We want our Lesseners to be well-rounded in all aspects, including their health and wellness. Classes on meditation, yoga, nutritious cooking, and more empower our employees to live their healthiest lives.
Hear from our team
Outstanding company to work for. A typical workday can be challenging yet rewarding... With Lessen being such a diverse company you can get caught up in learning about others' cultures, which is one of the things I truly enjoyed.
Associate Vendor Relationship Manager
Chicago, IL (Indeed, March 2025)
The team itself was made up of genuinely great people, and the work environment was relaxed and collaborative.
Accounts Payable Specialist
Scottsdale, AZ (Indeed, May 2026)
Continued education and product knowledge. Remote work available.
Facilities Coordinator
Chicago, IL (Glassdoor, August 2025)
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Scottsdale, AZ or Chicago, IL
Full-time
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