Product Designer I

Sorry, this job was removed at 06:17 a.m. (CST) on Thursday, Jan 29, 2026
Chicago, IL, USA
Hybrid
Cloud • Real Estate • Software • PropTech
Help us revolutionize real estate services.
The Role
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. 

Job Summary
The Product Designer I works closely with Lessen business and technology leadership, product managers, engineers, and our users to craft experiences across multiple channels and platforms. This role will draw on your knowledge of the product design lifecycle to help define and create solutions that address user needs and Lessen’s business goals.

The Product Designer participates in these areas of Product Design discipline:

· User research & testing
· Ideation & brainstorming
· Low-fi wireframing to dev ready prototypes
· Content strategy & information architecture

What You'll Do
· Create elegant, smart, and usable designs for web and mobile applications.
· Thrive in a fast-paced environment that demands rapidly concepting, iterating and testing concepts.
· Prioritize your tasks effectively. Demonstrate strong self-management skills.
· Use design thinking methodologies to empathize, learn, ideate, and refine.
· Be curious about the industry, the company, its customers, your teammates and yourself.
· Take ownership of the end-to-end Product Design for your assigned scrum teams. Gather product requirements independently and drive the design review cycle.
· Communicate design strategy and rationale to product managers, clients, customers, developers, and other team members.
· Craft copy that helps users complete the task at hand.
· Adhere and enhance our Design System.
· Research and share knowledge of the industry’s latest trends and tools.
· Work with team members across time zones.
· Perform ad-hoc projects and other duties as assigned.

Role Specific Skills
· Proficient with UX tools to produce wireframes, prototypes, and workflows.
o Proficiency with Figma preferred.
· Familiar working with design system UI libraries
· Ability to present UX research to build empathy for users, UX deliverables to convey workflows, and Figma prototypes to bring experiences to fruition.
· Ability to convey user experience through stories and presentations and frame problems for a diverse audience of stakeholders, helping them envision potential design opportunities.
· Working knowledge of usability principles, conventions, and techniques
· Able to proactively manage expectations and communicate accurate timelines.
· Passionate and vocal advocate about all things Product Design and other areas of design and innovation
· Passionate about taking complex processes and making them simple to navigate.

Qualifications
Minimum Qualifications
· Bachelor’s Degree or equivalent work experience
· UX/HCI education at a boot camp, college, or graduate school, or equivalent work experience.
· Entry level, or less than 2 years of experience creating iterative design, working closely with team leads, peers, customers, and developers from inception through implementation.

Preferred Qualifications
· Experience designing software design experiences.
· Experience in working with products that focus on billing and invoicing.


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. 

What the Team is Saying

Jay Payne
Kirby Pumper
Maya Shea
Jay McKee
Jennifer Gordon
Trevon

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The Company
HQ: Scottsdale, Arizona
713 Employees
Year Founded: 1999

What We Do

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. To learn more, visit Lessen.com.

Why Work With Us

We make caring for and improving properties simpler, faster, better. Powered by tech and perfected by people, we deliver best-in-class, transformational solutions to deliver assets to market faster, keep businesses up and running, and improve customer and resident experiences. We're property services, simplified.

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About our Teams

Lessen LLC Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

At Lessen, managers decide how teams work best—office, home, or hybrid. We value flexibility, connection, and outcomes, investing in tools that keep everyone aligned and focused on delivering great results together.

Typical time on-site: 3 days a week
HQScottsdale, AZ
Chicago, IL
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