Claims Estimating Supervisor

Clearcover; United States; Remote; USD 85,000 - 105,000; Full time

Job summary

Clearcover is seeking a Claims Estimating Supervisor to lead estimating operations and manage a team in a dynamic environment. This role requires a strong technical background in auto physical damage estimating, leadership skills, and the ability to leverage technology for performance assessment. Join a fast-growing company dedicated to customer-centric car insurance solutions.

Benefits

Comprehensive health insurance

Equity options and annual bonuses

401(k) with company contribution

Generous vacation and holidays

Flexible work environment

Qualifications

• Minimum of 7+ years in auto physical damage estimating with 3+ years in a supervisory role.
• Strong technical background with experience in assessing damages.
• Ability to obtain and maintain an adjuster’s license.

Responsibilities

• Oversee estimating activities as per claims policies.
• Drive performance standards and accountability.
• Handle customer complaints and ensure resolution.

Skills

Communication

Leadership

Analytical Skills

Education

Bachelor's Degree

Tools

Mitchell Estimating Software

Job description

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Who is Clearcover?

The Future of Car Insurance, Powered by You.

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 an Estimating Supervisor?

The Estimating Supervisor has a unique opportunity to impact Clearcover and its customers while leading daily estimating operations.

For this role, we're looking for someone who is excited to join a fast-paced, startup culture, and brings with them experience managing staff appraisers (field and virtual) and related vendors.

What will you do as an Estimating Supervisor?

• Oversees all estimating activities with established claims policy and estimating procedures
• Build and reinforce performance standards, driving accountability and a culture of continuous improvement
• Identify and assess internal trends by leveraging data and industry leading technology to objectively assess team performance
• Direct the selection, evaluation, compensation, transfer, and termination of claims personnel, in accordance with established personnel policies and practices
• Create clarity in ambiguity, continuing to refine established processes and develop new best practices
• Assist in evaluating and monitoring claims estimating partner relationships
• Handle customer complaints, provide appropriate solutions and alternatives, follow up to ensure resolution
• Maintain knowledge base of training materials, standard procedures, and shared partner guidelines
• Handle and respond to DOI, BBB, and DV claims and complaints in a timely and compliant manner.
• Provide in-depth reporting on claims metrics and communicate results to executive leadership
• During periods of peak volume, manage large amounts of incoming and outgoing customer interactions (calls, texts)
• Drive commitment to and maintenance of outstanding performance
• Work closely with cross-functional teams to drive alignment, solve complex problems, and support informed decision-making
  
  
  

What do you need as an Estimating Supervisor?

• Bachelor's Degree, or commensurate work experience
• A minimum of 7+ years experience in auto physical damage estimating with at least 3+ years in a leadership or supervisory role at an P&C carrier is required
• Strong technical background with substantial experience assessing suspension, mechanical, and structural damages - both field and remote experience is a plus
• Experience using Mitchell Estimating software is preferred
• Ability to obtain and maintain an adjuster’s license as required
• Experience handling diminished value claims is a plus and will support the team's ability to assess complex loss scenarios more holistically.
• Strong knowledge of the claims Total Loss process including advanced charges and salvage best practices
• Strong communication skills with the ability to set clear expectations and deliver constructive feedback in real time to address gaps and opportunities
• Florida claims handling experience is a plus
  
  
  

Base Compensation Range:

$85,000 - $105,000 annually (USD)

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. Clearcover is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at [e-mail].

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Finance and Sales

• Industries

  Insurance

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