Sr. UX/UI Product Designer (D2C) at Clearcover

| Chicago
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Who’s Clearcover? 
Clearcover is the smarter car insurance company. We use powerful technology to offer everyday drivers better coverage for less money. We’re proud to be one of the fastest growing startups in Chicago, and we’re currently looking to add a few more extraordinary people to our team.

What’s a Senior Product Designer at Clearcover?
In order to fulfill our mission of putting car insurance in the places that matter, when they matter; we need to design and build the tools necessary to create seamless experiences and workflows for both our internal customer advocates, partner agents, and of course our amazing customers. We are looking for a Senior UX/UI Product Designer to join our growing product design team to design these cutting edge user experiences for our users. The Sr. Product Designer will own and lead the Research, UX Design, and Visual Design of our consumer facing products. This is an incredible opportunity to design the end-to-end experience of how our users receive a quote,  purchase a policy, and then interact with our insurance products post-purchase.

As the lead designer for our consumer experiences you will be responsible for working closely with the product management teams, research team, and department-stakeholders to be the voice-of-the-user in supporting & prioritizing product decisions being made within the product and sprint backlogs.

What will you do?

  • Make the complexities of insurance purchasing easy to navigate and understand for the user
  • Work with product owners and stakeholders to discover future product solutions and strategies within your product domain
  • Conduct self-managed UX research to discover or validate the impact of a feature you are working on
  • Create industry leading visual designs that captivate our users while applying for and using their Clearcover insurance
  • Work with the product team to design the quickest, easiest, and most accurate insurance quoting experience possible for our users
  • Empower our users to be able to quickly and easily manage or use their car insurance themselves through our mobile application
  • Responsible for being the voice-of-the-customer within your product focus, and helping build user empathy throughout the greater org
  • You’ll be responsible to clearly and accurately communicate your design decisions to stakeholders across the organization
  • Design & create interactive prototypes that allow stakeholders to see the user journey through new product features & solutions
  • Help ensure that the consumer facing digital experiences remain consistent
  • Support the product design efforts needed for both our award winning mobile app, as well as our easy to use application processes.
  • Actively grow and maintain an internal design system that is shared among a larger set of digital products.
  • You will reference existing data to identify areas that could be improved in both usability and functionality across our web and mobile products.
  • You will work with our other product designers to collaborate on product solutions across squads.

What do you need?

  • Experience designing products across a variety of platforms including but not limited to; web, mobile, iOS, and Android.
  • A portfolio showcasing a captivating visual designs
  • Expertise in one or more prototyping tools (InVision, Sketch, Principal, Framer).
  • Extensive hands-on experience with one or more design tools such as Sketch, InVision, Adobe Creative Suite (Photoshop, Illustrator, etc)
  • 3-5+ years of professional experience in a consumer-facing product design role.
  • A strong understanding and familiarity with UX heuristics & best design practices.
  • Ability to effectively and clearly communicate design ideas to stakeholders.
  • The willingness to ask questions when you lack the details to complete a task to the highest standards.

What's in it for you?

  • Unlimited vacation, we hire adults
  • Equity for all employees, so you own a piece of the pie too
  • Dental and Vision, we've got you covered 100%
  • Medical, we cover 90% of your premium, 75% of your dependents and contribute to your HSA and HRA (cha-ching)
  • We invest in your future by contributing 3% of your salary to a 401(K), even if you don't
  • Come to work pre-taxed through our FSA commuter benefits
  • and yes, we have unlimited LaCroix, beer, snacks and the occasional ice cream social
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Technology we use

  • Engineering
    • KotlinLanguages
    • PythonLanguages
    • RubyLanguages
    • ScalaLanguages
    • ReactLibraries
    • Ruby on RailsFrameworks
    • PostgreSQLDatabases
    • SnowflakeDatabases


33 W Monroe, Chicago, IL 60603

An Insider's view of Clearcover

How does your team reward individual success?

We celebrate "wins" on Fridays with the entire company where we celebrate the success of the week with the rest of the organization, it is a fun and casual way to be recognized by peers. However, I also find a moment to individually recognize my team during our weekly touch bases for something specific that they accomplished.


Head of Agency Distribution

How do you empower your team to be more creative?

I manage a hybrid team of traditional "creatives" and business strategists. I work hard to foster a spirit of creativity by asking my teammates to consider a variety of ways to solve every problem we encounter. Then, I create opportunities for them to be creative in ways that align with their superpowers.


VP of Brand & Creative

What makes someone successful on your team?

People who are successful on the Customer Experience team communicate with empathy, love solving problems for our customers, continually look for ways to work smarter, and thrive in the face of challenge.


Head of Customer Experience

What are Clearcover Perks + Benefits

Clearcover Benefits Overview

Clearcover offers a comprehensive benefits package along with a number of perks in an effort to support our employees and their families. We work to align our perks with our core values and empower our employees to balance work and their personal lives.

Volunteer in local community
Intracompany committees
Daily stand up
Open door policy
Team owned deliverables
Team based strategic planning
Pair programming
Open office floor plan
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Clearcover covers 100% of the employee's dental benefits.
Vision Benefits
Clearcover covers 100% of the employee's vision benefits.
Health Insurance Benefits
Clearcover's health insurance plan is with United Healthcare with a range of plans including PPO, HDHP and HSA. If you elect an HSA, we cover your out-of-pocket deductible as an HSA contribution.
Life Insurance
Clearcover offers voluntary life insurance.
Pet Insurance
Wellness Programs
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Clearcover provides employees with a 401(k) contribution of 3% of an employee's annual gross pay.
Company Equity
Child Care & Parental Leave Benefits
Child Care Benefits
Dependent Care FSA allows you to put away pre-tax dollars towards daycare expenses for dependents under the age of 13.
Generous Parental Leave
Clearcover offers parental leave for new parents after birth or adoption of a child. Full-time employees that have been employed for six months are eligible for six weeks of paid Parental Leave.
Flexible Work Schedule
Clearcover has flexible start and end times based upon your position and your team.
Remote Work Program
Our remote work program includes work from home Full-time remote for specific positions, as well as work flexible remote work for most position.
Family Medical Leave
Employees who have been with the company for 12 months are eligible for 12 weeks of family medical leave. Other policies apply to those here less than 12 months.
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Employees receive 5 paid sick days each year.
Perks & Discounts
Casual Dress
Commuter Benefits
Clearcover's offers Commuter Benefits, employees can save an average of 30 percent off their commute by contributing pre-tax dollars.
Company Outings
Clearcover celebrates company wins by organizing quarterly outings to a variety of places like the Escape Room, Punchbowl Social and Bounce.
Game Room
Clearcover's game room includes a state-of-the-art ping pong table, custom Nerf gun wall and a Pop-a-Shot to let employees enjoy breaks between work.
Stocked Kitchen
We send snack boxes monthly since we are virtual.
Home Office Stipend for Remote Employees
We offer a one-time $250 stipend to set up your work from home office. Use this for anything that will support your work from home arrangement.
Professional Development Benefits
Job Training & Conferences
Clearcover offers a stipend to each employee to invest as they choose in their own professional development.
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Time allotted for learning
Online course subscriptions available
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