VP, Controller & Chief Accounting Officer

| Chicago | Remote
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Who is Clearcover? 

Clearcover is the smarter car insurance company. We use powerful technology to offer everyday drivers better coverage for less money. We are 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 the VP, Controller & Chief Accounting Officer at Clearcover?

Clearcover is looking for a strategic and forward-focused insurance finance executive with experience building high performing teams combined with proven business savvy and superior statutory and GAAP knowledge specific to property and casualty insurance. Experience and appreciation of lifetime value concepts inherent with personal auto insurance will be key to achieving performance objectives in this role. 

The VP, Controller & Chief Accounting Officer will report in to Clearcover’s EVP & Chief Financial Officer and will function as the Chief Financial Officer for Clearcover Insurance Company in addition to supporting the GAAP and statutory accounting functions for all Clearcover entities.

What are your responsibilities?

  • Direct the financial reporting and accounting, treasury, investment management and internal audit efforts for all entities
  • Manage financial reporting relationships with regulators, reinsurers, auditors and board of directors 
  • Function as a key advisor to the EVP & Chief Financial Officer
  • Play a key role in building relationships with ratings agencies and industry regulators
  • Serve as a credible, knowledgeable and trusted resource to the senior leadership team
  • Offer the quality, meaningful business analysis and financial perspective necessary for corporate decisions and strategic planning
  • Assess the impact of key strategic transactional opportunities on the company’s financials

What personal characteristics do you need?  

  • Uncompromising integrity, honesty and transparency
  • Dedication and commitment 
  • A strong sense of confidence combined with humility and a sense of humor
  • Intellectual curiosity, strong conceptual thinking and problem solving skills
  • Strong leadership and communication skills
  • A focus on being a value-added partner to the business operational leaders

What experience do you need? 

  • Great amount of accounting experience, along with management experience in the insurance industry
  • Thorough knowledge of NAIC statutory and GAAP accounting 
  • Public company experience preferred
  • Familiarity with tax accounting is a plus
  • Experience interacting with a board of directors, audit and investment committees, and other board-level executives
  • Bachelor’s degree in accounting or finance
  • Certified Public Accountant

What's in it for you?

  • The ability to grow, create and lead a world class finance team
  • The ability to build and shape the entire accounting organization of a rapidly growing, disruptive technology startup
  • The ability to invest in your future and ours via a competitive equity package (i.e. massive upside potential)
  • And of course a competitive compensation and benefits package

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

Location

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.

Rosyln

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.

Ariana

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.

Heidi

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.

Culture
Volunteer in local community
Intracompany committees
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Pair programming
Open office floor plan
Diversity
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)
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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