UX Manager at Clearcover

| Chicago | Remote
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Our Value Proposition:

Clearcover is a venture-backed technology start-up disrupting the trillion dollar legacy insurance market. We’ve focused on building products that create confident, happy customers - and we’re flourishing. We believe in putting our people first, paying them well and working together to solve tough problems. If you’d like a high-growth opportunity with an award-winning company, let’s chat.

What is a UX Manager at Clearcover?

As a UX Manager at Clearcover, you will be responsible for leading and inspiring a team of talented product designers, UX researchers, and content strategists to achieve our goal of creating best-in-class user experiences for our insurance users. You will be responsible for setting and executing the strategic-level decisions required to support our consumer-facing product teams, leveraging design-thinking methodologies to ensure that we are delivering delightful and consistent experiences for our customers.

In addition to leading the team of product designers and researchers, you will be responsible for engaging with leaders within the product, engineering, brand/marketing, and growth teams to help inform roadmapping decisions based on users’ needs.  

Clearcover is a startup, and this role will require you to roll your sleeves up and get directly involved in design and research activities, including helping to guide and conduct user research, participating in brainstorming sessions, informing visual design, prototype development, and more.

What will you do?

  • Lead, develop, and inspire an internal team of designers and researchers.
  • Leverage customer insights (qualitative and quantitative) to inform design decisions and strategies.
  • Monitor and analyze UX KPI’s to ensure we are hitting our targets.
  • Work with cross-functional teams to develop acquisition and retention strategies to improve company growth metrics.
  • Work with your UX team and product managers to strategize and implement production-level experiments.
  • Collaborate with subject matter experts to understand business needs and requirements.
  • Design and conduct user interviews, focus groups, and usability tests.
  • Build workflows, user stories, personas, wireframes and interactive prototypes.
  • Work with product managers to write and develop user stories.
  • Conduct experience audits and design reviews.
  • Manage UX team resource allocation.
  • Collaborate with key stakeholders including Product leadership, Engineering, Brand/Marketing, and Growth, to ensure that our users’ goals and needs are being exceeded. 
  • Help foster a culture of design-thinking within the product design & research team, as well as across the greater overall organization.
  • Identify creative and industry trends that can be applied to our products.
  • Collaborate with cross-functional teams to ensure that our customer engagement touchpoints are visually consistent, with a unique and uniform voice and tone. .
  • Help lead and develop professional career development for team members.
  • Support position recruiting & hiring needs by partnering with the HR team. 

What do you need? 

  • Great amount of design or user research experience in a cross-functional product team. 
  • Team management experience. You have a proven track record of building user experience teams that foster and nurture a passion for designing the best user experiences possible.
  • B2B experience preferred. 
  • Proficiency in UX Research methodologies and mastery of UX Design Principles.
  • Experience translating qualitative and quantitative insights into UX strategies.
  • An ability to cultivate strong cross-functional relationships with stakeholders.
  • A proven record of nurturing collaboration between the product design and research teams, as well as with multiple product teams.
  • Excellence in communicating strategic thinking and design rationales, employing clear and effective written, verbal, and visual communication skills.
  • Desire to thrive in a fast-paced environment.

But wait, there’s more:

As a people-first company, your health and well-being is a priority at Clearcover. While we do offer medical (and cover the vast majority of the premium), dental, vision (and cover 100% of those premiums) and 401K (we contribute 3% even if you contribute nothing), we’ve curated a stack of perks and benefits that stretch beyond the expected. With over half of our employees remote to the Chicago HQ office, we paved the way for flexible work locations and continue to offer this flexibility. Our people also have access to unlimited vacation, monthly mental health workshops, discounted gym memberships, equity in the company and an annual bonus program. Plus, if Clearcover is available in your state, you could have access to an employee discount on auto-insurance! Excited to learn more? Complete the application below!

Clearcover is an Equal Opportunity Employer (EOE) that welcomes and encourages all applicants to apply regardless of age, race, color, religion, sex, sexual orientation, gender identify and/or expression, national origin, disability, veteran status, marital or parental status, ancestry, citizenship status, pregnancy or other reasons prohibited by law.

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Technology we use

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


33 W Monroe, Chicago, IL 60603

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 sync
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
Team workouts
Virtual yoga classes offered twice per week!
Mental Health Benefits
Monthly Mental Health Workshops 1:1 Counseling sessions with a LCSW Live, virtual yoga, 3 x week Unlimited vacation Meeting-free Fridays Access to supportive mental health community in Slack
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
Performance Bonus
Annual bonus based upon company performance
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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