Complex Claims Adjuster

Pie Insurance

United States

Remote

USD 100,000 - 125,000

Full time

14 days+
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

Benefits offered by this job

Competitive pay
Health plans
Generous PTO
401k match
Parental leave

Job summary

Pie Insurance is seeking a Complex Claims Adjuster to manage catastrophic and large loss workers’ compensation claims from set-up to closure. You will investigate, set reserves within authority, and negotiate settlements while ensuring regulatory compliance.

You’ll collaborate across teams to improve claim processes, mentor junior adjusters, and deliver top-tier service to agents and insureds. Remote role within the United States with competitive compensation.

Qualifications

  • Minimum of 7 years workers’ compensation claim adjusting experience.
  • 2+ years of catastrophic claim handling experience.
  • Active licensing in applicable states.
  • Willingness to expand jurisdictional licenses as needed.
  • Advanced written and verbal communication skills.
  • Ability to mentor junior adjusters.

Responsibilities

  • Independently handle all aspects of catastrophic and large loss workers’ compensation claims from set-up to closure.
  • Conduct timely 3-point contact investigation and adjust reserves.
  • Present claims to senior management and stakeholders.
  • Administer statutory medical and indemnity benefits throughout the life of the claim.
  • Collaborate with Claims leadership to improve processes and SOPs.

Skills

Catastrophic claim handling
Workers’ comp experience
Licensing in applicable states
Advanced communication
CMS/MSA knowledge
Negotiation
Mentoring junior adjusters

Education

High School Diploma
Bachelor’s degree or equivalent

Tools

G‑Suite
Slack

Job description

Pie’s mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.

Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

The Complex Claims Adjuster will play a critical role in delivering quality claim file management and an industry-leading customer claims experience, by providing hands‑on adjudication of catastrophic and large loss claims. This will be completed by adhering to Pie’s Claims Best Practices, complying with regulatory and statutory requirements, and applying advanced knowledge and experience with complex negotiation strategies, structured settlements, Medicare Set‑Aside requirements, and overall risk evaluation and mitigation. This role will work with internal and external partners to deliver best in class performance, identify and pursue claim mitigation opportunities and deliver favorable claim outcomes for Pie’s customers.

Additionally, the Complex Claims Adjuster will collaborate with the Complex Claims Practices Consultant and Claims leadership to continually seek out ways in which to improve claims processes and protocols.

How You’ll Do It

Claims Technical Management:

  • Independently handle all aspects of catastrophic and large loss workers’ compensation claims from set-up to closure.
  • Conduct timely 3-point contact investigation, with focus on continued investigation as facts of the case change.
  • Determine timely and accurate compensability decisions within statutory requirements.
  • Set and adjust timely/accurate reserves within authority limits to ensure reserving activities are consistent with the case facts and company best practices.
  • Ability to present claims to senior management, internal and external stakeholders.
  • Timely administration of statutory medical and indemnity benefits throughout the life of the claim.
  • Comply with all applicable statutory guidelines, rules, and regulations.
  • Control legal activity with defense counsel through the litigation process while managing legal fees and costs.
  • Prioritize early resolution opportunities, evaluate claim exposure and negotiate settlement.
  • Mitigate the complex exposure while achieving the best outcome.

Claims Customer Service:

  • Serve as a point of contact for our partner agents and customers to provide general claim guidance and help set claim process expectations.
  • Provide claim status to agents and insureds , coverage verification and loss run reports, etc as necessary.
  • Provide excellent customer service to internal/ external customers and business partners.
  • Work to continuously improve our claims operations and address opportunities and gaps in claim service, handling SOPs, protocols and processes.

Claims Resolution Management:

  • Direct a proactive litigation strategy to increase settlement opportunities.
  • Assess claims for settlement value using rated ages, present value, medicare set asides, medical cost projections and structured settlements. Obtain settlement authority as required.
  • Obtain annuity and structured settlement quotes.
  • Attend virtual and in person mediations, informal settlement conferences and trials to represent Pie’s interests.

Collaboration & Innovation

  • Participate in Claims Roundtable meetings. Develop a collaborative plan of action for aggressive claims handling.
  • Create Claims Status Reports and establish timely, accurate reserves.
  • Present large loss updates to internal and external partners.
  • Collaborate with our Complex Claims Practices Consultant and Claims Leadership to continuously improve our claims operations and look at opportunities and gaps in claim service, handling SOPs, protocols and processes.
The Right Stuff
  • High School Diploma or equivalent is required.
  • Bachelor’s Degree or equivalent experience with some college coursework is preferred.
  • Minimum of 7 years workers’ compensation claim adjusting experience is required (carrier background, preferred).
  • 2+ years of catastrophic claim handling experience.
  • Ability to evaluate and identify high dollar, high exposure, complex claims.
  • Strong claims handling experience within the Southeast region preferred, with expertise in Florida & Georgia. Candidates should demonstrate a willingness to expand their jurisdictional knowledge and obtain additional state licenses as business needs evolve.
  • Requires active licensing in applicable states.
  • Advanced communication (written and verbal) skills, to deliver more complex information effectively.
  • Advanced problem-solving skills to be able to manage complex tasks and work through to solutions with little guidance and direction.
  • Awareness of your own tasks and how it impacts the team and deliverables.
  • Experience using G‑Suite Tools and collaboration tools like Slack is preferred.
  • Advanced knowledge of jurisdictional regulatory and statutory requirements and CMS/MSA requirements.
  • Advanced knowledge and experience in claim adjudication, medical, and litigation management.
  • Advanced ability to analyze and take necessary action in multiple focus areas based on several data points.
  • Ability to make claim decisions to mitigate exposure while achieving the best outcome.
  • Ability to use skills to overcome conflict and reach beneficial outcomes.
  • Ability to mentor junior adjusters.

The use of AI in Application Review: To support a fair, efficient, and consistent hiring process, we use AI‑powered tools to assist in the initial screening of applications. These tools help us identify qualifications and prior work experiences that align with the requirements of the role. We may also use AI assistant video tools during interviews to support note‑taking and candidate evaluation. All AI‑powered outputs are still subject to human oversight and decision‑making at multiple stages of the process. By submitting your application, you acknowledge and consent to Pie utilizing these AI technologies to assist in our evaluation process.

Base Compensation Range

$100,000—$125,000 USD

Compensation & Benefits
  • Competitive cash compensation
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work

Making every part of working with us “Easy as Pie” - including our offer process. When we find someone we’d like as a Pie-oneer (a member of our team), we move quickly to put together a fair offer based on your skills, experience, location, and compensation expectations.

Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information

Unless otherwise specified, this role is remote. Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet.

Additional Information

Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.

Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.

Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.

Safety First: Pie Insurance is committed to your security during the recruitment process. We will never ask you for credit card information or ask you to purchase any equipment during our interview or onboarding process.

Pie Named to 2025 America’s Best Startup Employers

Pie Insurance 2025 State of Workplace Safety Report

#LI-REMOTE

#BI-REMOTE

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Claims Senior Claims Adjuster, Workers Compensation
Claims Senior Claims Adjuster, Workers Compensation

Pie Insurance • Northern (KY)

On-site
USD 85,000 - 110,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+1
Claims Adjuster, Worker's Compensation
Claims Adjuster, Worker's Compensation

Pie Insurance • United States

On-site
USD 70,000 - 90,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+2
CA - Claims Adjuster, Workers Compensation
CA - Claims Adjuster, Workers Compensation

Pie Insurance Group • United States

On-site
USD 60,000 - 100,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+2
Medical Only Claims Adjuster New
Medical Only Claims Adjuster New

Pie Insurance • Northern (KY)

On-site
USD 60,000 - 75,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+1
Medical Only Claims Adjuster
Medical Only Claims Adjuster

Pie Insurance • United States

Remote
USD 60,000 - 75,000
Competitive cash compensation
Comprehensive health plans
Generous PTO
+2
Senior Manager, Operations
Senior Manager, Operations

Pie Insurance • Denver (CO)

On-site
USD 115,000 - 140,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+1
Vendor Management & Sourcing Specialist
Vendor Management & Sourcing Specialist

Pie Insurance • Denver (CO)

Remote
USD 100,000 - 125,000
Competitive pay
Generous PTO
401k match
+2
Underwriting Associate
Underwriting Associate

Pie Insurance • Denver (CO)

Remote
USD 50,000 - 60,000
Competitive cash compensation
Generous PTO
Future focused 401k match
+2
Manager, Premium Audit
Manager, Premium Audit

Pie Insurance • Northern (KY)

On-site
USD 95,000 - 120,000
Generous PTO
Future focused 401k match
Generous parental and caregiver leave
+1
Payroll Partner Service Advocate
Payroll Partner Service Advocate

Pie Insurance • Denver (CO)

On-site
USD 32,000 - 39,000
Competitive cash compensation
Generous PTO
401k match
+1