Sr. UX Researcher

| 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 is a Sr. UX Researcher at Clearcover?
We are seeking a Sr. UX Researcher to join our Product Design team to lead Clearcover’s product research efforts to help us build world-class insurance products. This will be a unique opportunity for the researcher to define and champion how we do UX research at Clearcover. Clearcover understands that insurance plays a uniquely different role in the lives of each of its customers, so we want to invest in understanding exactly what they want, need, and how they feel when using our products. We also understand that insurance is purchased in a number of different ways including through a number of distribution channels. The Sr. UX Researcher will be responsible for using qualitative and quantitative research methodologies to gather the insights we need to make informed product decisions within our existing distribution channels as well as determine if there is a growth opportunity in new channels.

We are looking for someone who is highly self-motivated and offers experience collaborating with product designers, product managers, and other stakeholders to deliver compelling insights that represent the voice of the customer or partner and help guide product design decisions at Clearcover. 

What will you do?

  • Transform questions into formal research plans using appropriate methods to gain meaningful insights
  • Identify opportunities to improve product experience through user interviews, focus groups, A/B and multivariate testing
  • Work to define the formal UX Research process at Clearcover including the research methodologies, tools, and outputs
  • Be responsible for discovering and supporting new business channels using research to discover and validate opportunities
  • Work directly with our partners to discover how we as a carrier can reimagine the way a partner-to-carrier relationship exists
  • Discover growth and expansion opportunities within our existing distribution channels
  • Initiate qualitative research, from developing surveys to participant recruiting, development of prototypes for testing and setup for in-person labs
  • Work directly with our product manager & product designers to define job stories for feature creation using B2C/B2B2C/B2C UX persona’s
  • Work with our internal product analysis team to discover negative user interaction trends proactively
  • Produce highly detailed research summaries/artifacts that can be shared across the entire organization
  • Create discussion guides and leading open-ended, contextual conversations to find answers to key questions
  • Discover ways to recruit agent/agency partners onto our research panel
  • Run on-site and remote moderated and unmoderated user research
  • Advocate for and champion a user-research/user-first organization
  • Lead internal research workshops to improve teams research literacy
  • Mentor junior research peers on UX Research principles and best practices

Nice to haves:

  • Work experience in the insurance industry
  • Previous experience working at a fast-paced start-up

What do you have?

  • Undergraduate and/or advanced degree – in Human-Computer Interaction, Human Factors, or other related disciplines with a solid foundation in research-based design using both quantitative and qualitative methods
  • You have a minimum of 3-5 years experience leading UX research in consumer-facing web and mobile products
  • Ability to communicate effectively to engage stakeholders across the entire organization
  • Proficiency in a variety of UX research methods and tools, including rapid experimentation, prototyping, usability testing (remote and in-person), ride-alongs, journey mapping, card sorting, prototyping, user interviews, surveys, persona development - and know how/when to advocate for different methods.
  • Proven ability to collaborate with designers to realize human-centered designs based on your understanding of HCI fundamentals
  • Demonstrable understanding of core UX principles
  • Ability to work in a fast-paced deadline-driven environment, manage competing priorities, and be an independent problem-solver
  • High levels of energy, integrity, and curiosity
  • A bias for action and willingness to be accountable for your actions

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

What's something quirky about your company?

It’s surprising how much we all grow to love discussing insurance. Everyone is genuinely interested in how the industry works and sharing knowledge. I think we feel we owe it to our customers to understand how insurance works, so they don’t have to. We’ve likely all thought at one point, “Wow, I never thought I’d care about insurance this much.”


Senior Software Engineer

How do you collaborate with other teams in the company?

Whether I'm working with Product to promote a feature launch or partnering with our Customer Advocate team to communicate updates to customers, I get to collaborate across teams, leverage my skills & improve my expertise every day. Clearcover nurtures a collaborative environment and encourages thinking outside the box to deliver better experiences.


Director of Communications

What are Clearcover Perks + Benefits

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
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
Generous Parental Leave
Clearcover offers parental and maternal leave with up to three months of paid time off.
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
Paid Volunteer Time
Paid Holidays
Paid Sick Days
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
Some Meals Provided
Professional Development Benefits
Job Training & Conferences
Clearcover offers a stipend to each employee to invest as they choose in their own professional development.
Lunch and learns
Cross functional training encouraged
Promote from within
Time allotted for learning
Online course subscriptions available
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