Product Designer

| Chicago
If you’re looking for an opportunity to create interactive solutions across web, mobile, and other digital media, this role is for you! Our product designers are responsible for designing delightful user experiences, collaborating with cross-functional teams, and creating user interfaces that solve users' pain points. We’re specifically seeking a product designer to take the lead on the design of our sister site,
55places® is the number one resource for anyone searching for information about active adult communities in the United States. On, you’ll find unbiased information and reviews of over 2,000 active adult communities that include photos, videos, in-depth descriptions, floor plans, listings of homes for sale, and reviews. We’re a licensed brokerage with a network of expert agents around the country dedicated to helping homebuyers find the active adult community and new home they’re looking for.
What you’ll Be doing as a Product Designer:
  • Applying your UI and UX skills to an established consumer-facing product with a lot of opportunity for improvement.
  • Defining problems and goals, mapping user flows, and prototyping interactions.
  • Create end-to-end solutions through ideation, user research, wireframing, design iteration, and collaborating with engineers. 
  • Getting to know the hopes, dreams, and quirks of our user base, then creating elegant yet practical solutions to meet their needs.
  • Making lo-fi and hi-fi prototypes, then polishing them to be production-ready.
  • Being the go-to resource for the engineers building your work.
We think you could be really successful if you:
  • Thrive on presenting your work and explaining your thought process.
  • Take initiative and act on opportunities for improvement.
  • Love advocating for users and inspiring a culture of design thinking.
  • Can handle the details for multiple projects and deadlines.
  • Seek to learn from your colleagues (not compete with them.)
  • Believe iteration is the best path to improvement.
Basic requirements to do the job:
  • A minimum of 5 years in a Product Designer or UX/UI Designer role.
  • Basic understanding of HTML and CSS.
  • Advanced skills in Adobe Creative Suite, Sketch, InVision or other collaborative design software
  • A digital portfolio is required for consideration.
Bonus points if you have:
  • A Bachelor’s degree with a focus in Human-Computer Interaction, Graphic Design, Product Design, Interactive Design or other related field.
  • Experience doing user research, conducting surveys, and synthesizing insights.
  • Experience leveraging motion, animation and transitions to convey a message.
  • Print design experience.
  • The standards: insurance, 401k with match, flexible PTO, and casual dress code
  • Paid parental leave
  • Pre-tax commuter program
  • West Loop neighborhood (easy commute and lots of food options)
  • Volunteer and charity opportunities
  • Cold-brew coffee on tap
  • Transparent and approachable leadership and management
  • Help make a difference in the lives of homeowners across the country
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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • JavascriptLanguages
    • PHPLanguages
    • PythonLanguages
    • SwiftLanguages
    • jQueryLibraries
    • ReactLibraries
    • ReduxLibraries
    • LaravelFrameworks
    • Node.jsFrameworks
    • MongoDBDatabases
    • MySQLDatabases
    • PostgreSQLDatabases
    • Google AnalyticsAnalytics
    • SketchDesign
    • ConfluenceManagement
    • JIRAManagement
    • TrelloManagement
    • SalesforceCRM
    • MailChimpEmail


We're in the West Loop neighborhood in Chicago. Plus we're near many public transit options, including Ogilvie, Union Station, & the Green/Pink lines.

An Insider's view of

How would you describe the company’s work-life balance?

Our work-life balance is fantastic. We value working hard during the day and encourage everyone to go home at a reasonable time.


Front End Developer

What's the biggest problem your team is solving?

We’re working on using new types of data to understand our customers better. By developing ways to use these insights effectively, we do a better job of focusing on building the features that most improve the customer’s experience.


Data Scientist

How does the company support your career growth?

Here at, management has not only encourages learning skills outside of my job description, but actively facilitates a culture which promotes personal growth within each person's career path. I am consistently challenged to learn more about my role at, and to continually expand my professional skill set.


Neighborhood Manager

What is your vision for the company?

My vision for is to help people live their life to its fullest potential by helping them with the universal challenge of finding a neighborhood and house they can truly call home.



How do your team's ideas influence the company's direction?

PMO's ideas and processes facilitate keeping our engineers and designers focused on the work they love which in turn encourages innovation.


Project Manager

What are Perks + Benefits

Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Professional Development Benefits
Job Training & Conferences

Additional Perks + Benefits

Aside from all of these tangible benefits- truly values all employees. A positive company culture, transparency, collaboration, & providing an inclusive environment for all employees, is something we value highly.

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