Associate Counsel 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 the insurtech space, and we’re currently looking to add more extraordinary people to our team.

What is an Associate Counsel at Clearcover?
Clearcover is seeking a lawyer to join our in-house legal team to assist with a broad range of responsibilities. Our Associate Counsel will be part of our growing Legal Department, which supports various internal business units and our Holding Company and Insurance Company.

What will you do?

  • Drafting & Negotiating all types of agreements, including, Service Contracts, Vendor Contracts, Non-Disclosure Agreements, Independent Producer Agreements, Rights Releases, Statement of Work, Master Service Agreements, Force Majeure Clauses, Licensing Agreements, Termination provisions. Contracts negotiated would service several internal business units: Tech, Insurance Product, Marketing & Growth/Sales; 
  • Maintaining a Contract Management System;
  • Draft and maintain all regulatory paperwork and oversee/handle filings for NAIC and state launches, and keep a yearly schedule of annual re-filings for Insurance Company in each state we write business and in states we launch as a new carrier; 
  • Oversee annual statutory filings for both Holding Company and Insurance Company;
  • General Corporate legal work for Holding Company and Insurance Company, including with any legal-related to Property, including Headquarters and any regional offices;
  • Assist the HR department with any in house legal matters, including revision and review of Employee Handbook and Company policies, as well as Separation and Employment Agreements; 
  • Handle and oversee legal work related to capital money raise and/or acquisitions. 

What do you have?

  • Bachelor's Degree and Juris Doctor (J.D.) from an accredited institution 
  • Minimum of 3 years of experience working in mid to large-sized law firm or an in-house equivalent
  • Outstanding communication skills required in order to work effectively with leadership and peers, and the ability to articulate compliance-related concepts to both, technical and non-technical staff
  • Law firm or corporate experience legal work related to debt and/or capital money raise for corporations
  • Proficiency in Microsoft Office Suite, including MS Excel, is required
  • Excellent organization and multi-tasking skills are required 

Nice to haves: 

  • Experience with legal work with Holding Company subsidiary structure
  • Experience with legal work for a Company that has done an IPO or acquisition
  • Experience with internal regulatory and compliance audits

What's in it for you?

  • Unlimited PTO, 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 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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