At Lessen, every career is a journey of growth. Our positive, supportive culture fosters learning, collaboration, and fresh thinking. Leaders and mentors are genuinely invested in your success—helping you sharpen your skills, explore your passions, and thrive. You'll work alongside talented, adaptable, and kind teammates who embody the spirit of a company redefining the PropTech industry. Innovation is at the heart of what we do: we welcome bold ideas, creative thinking, and contributions from every voice. And when it's time to celebrate, we do that too—with team events, holiday fun, and moments that bring us closer. At Lessen, you grow, thrive, and belong—surrounded by opportunity, empowered by purpose, and inspired every day.
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At a glance
01
REVOLUTIONARY IMPACT
"Lessen Copilot" uses generative AI to remove guesswork, centralize work orders, and streamline commercial and residential property maintenance.
02
FAST GROWING
Inc. 5000 placed Lessen as the fastest-growing private software company in the US in 2024.
03
DRIVE MEANINGFUL CHANGE
We meet the needs of our customers today and help them prepare for the challenges of tomorrow.
04
WIN TOGETHER
Our teams win together through purpose-driven collaboration, fast execution, and shared success.
Featured employees
Cross Functional Collaboration
Driving Success Through Collaboration
Jessica Trejo, Vice President of Account Management for our Residential division, exemplifies the impact of cross-functional collaboration in driving client success. In the face of extreme weather challenges, she partners closely with Operations and Product teams to implement tracking solutions that enhance transparency and accountability. Jessica leads with a client-first mindset, proactively aligning insights from Sales, Product, and Operations to deliver seamless service experiences and build lasting stakeholder trust. Her commitment to collaboration inspires innovation and sets the tone for a high-performing, client-focused culture.
Jessica Trejo
Vice President of Account Management - Residential
"Advocating for our clients’ needs is part of every discussion. In meetings where teams discuss enhancements or adjustments to current processes, we try to remember to keep an “empty chair” in the room for our client and ensure their needs are not forgotten amid all the exciting changes."
Building Culture
Celebrating Culture and Engagement
Maya Shea
Communications and Events Administrator
At Lessen, culture is at the heart of everything we do—and Maya plays a key role in bringing it to life. From launching our beloved Employee Appreciation Week to leading inclusive, feedback-driven initiatives, she ensures every employee feels recognized, connected, and empowered. Her thoughtful approach has helped build a workplace where engagement thrives across all levels and locations. Thanks to Maya’s leadership, Lessen isn’t just a place to work—it’s a place where people feel they truly belong. Her collaboration with department leaders has shaped everything from wellness programming to onboarding experiences, ensuring that every initiative reflects employee voices and strengthens our culture of connection.
"At Lessen, we design every event and communication with inclusivity and accessibility in mind. Whether it’s a large-scale celebration or a wellness workshop, we listen to employee feedback and adapt to meet people where they are. That’s how we’ve built a culture where everyone feels seen, heard, and excited to participate—no matter their role or location."