Clearcover is revolutionizing the industry, putting our customers in the driver's seat. Founded in 2016, Clearcover is built on a simple premise: provide affordable, hassle-free car insurance with one of the industry's fastest claims experiences. We challenge the status quo, redefining what it means to truly put the customer first.

We're rapidly growing and recognized for it! Clearcover has been featured on the Inc. 5000 Fastest Growing Privately Held Companies list and the Deloitte Technology Fast 500™ list, raising over $560 million in funding to date.

We've also been honored on Insurance Business America's Top Insurance Employers list and CNBC's World's Top Insurtech Companies, with Forbes naming us one of America's Best Insurance Companies in 2025.

What is a Senior Financial Analyst at Clearcover?

We are looking for a Senior Financial Analyst to be a key member of the Finance team. This individual will join a small, fast-paced team at a growth-oriented company, and will play a critical role in ensuring that the company is able to plan for profitable growth, execute on financial plans, and make informed executive decisions backed by sound financial and strategic analysis.

Working closely with departments across the company, the Senior Financial Analyst will support forecasting, departmental budget management, reporting, accounting, and business decision support analysis. There will also be opportunities to be involved in special projects requiring detailed financial analysis and other data-driven initiatives.

What will you do?

Provide insightful analysis of business results to senior management and perform ad-hoc analyses that facilitate problem solving and decision making for business areas
Assist with annual budget planning cycle and quarterly forecast updates
Maintain monthly financial operating model
Participate in development of monthly and quarterly operating reviews
Perform ad hoc analyses to support departmental and business development initiatives
Create monthly departmental budget reviews to provide visibility on historical financials and drive decision making
Prepare financial reporting package for internal management reporting, highlighting key business issues, variance to budget, and relevant trends
Maintain & leverage tools and systems to ensure quick, reliable access to data and information
Assess current business processes and identify opportunities to automate
Compile financial analysis for Board meetings and other ad-hoc projects

What do you need?

Bachelor’s degree in Business, Finance, Accounting or related field
Experience in investment banking, management consulting, or corporate FP&A
Strong analytical skills, organization, and curiosity to develop new methods and processes
Professional experience in insurance
Solid accounting knowledge
Ability to translate key business drivers to financial outcomes through analysis and communicate business insights from financial metrics and operational data
Must be self-motivated, creative, detail-oriented and able to work independently to meet deadlines within time constraints
Strong interpersonal skills; ability to effectively communicate with people across all areas of the organization

Nice to haves:

Experience working with Workday Adaptive experience (or other cloud-based forecasting software)
Demonstrated experience with Power Query and/or Power BI
SQL knowledge
Property and Casualty insurance experience

Experience working with Workday Adaptive experience (or other cloud-based forecasting software)
Demonstrated experience with Power Query and/or Power BI
SQL knowledge
Property and Casualty insurance experience

Did you know that women and minorities are less likely to apply to a position if they don’t match 100% of the job qualifications? Don’t let that be the reason you miss out on this opportunity! We encourage you to apply anyway. Don’t count yourself out!

But wait, there’s more:

As a people-first company, your health and well-being is a priority at Clearcover. We offer comprehensive benefits and perks for employees:

Medical. We offer rich and affordable BCBS plans for you and your dependents. If you select the high deductible health plan, we offer an HRA and contribute to your HSA.
Dental and vision. We cover 100% of dental and vision premiums for you and your dependents.
Pre-tax benefits, disability, and life insurance.
401(k). We contribute 3%, even if you contribute nothing.
Generous vacation, 12 paid holidays, and parental leave.
Equity in the company and an annual bonus program.

We’re a remote first company, having paved the way for flexible work locations and continue to offer this flexibility. If you are local or in town visiting, you also have the choice to work from our Chicago HQ office. Because we are a remote first company, we ask that your internet can keep up with our pace.

To top it all off, 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 identity and/or expression, national origin, disability, veteran status, marital or parental status, ancestry, citizenship status, pregnancy or other reasons prohibited by law.

Apply for this Position

Apply now

See more open positions at Clearcover

Privacy policy Cookie policy