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CA - Senior Claims Adjuster, Worker's Compensation
United States
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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 Senior Claims Adjuster will play a critical role in delivering quality claim file management and an industry-leading customer claims experience., This will be completed by adhering to Pie’s Claims Best Practices and complying with regulatory and statutory requirements. 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.
How You’ll Do It
Claims Technical Management:
Independently handle all aspects of the workers’ compensation claims from set-up to closure.
Evaluate and handle high dollar, high exposure, complex claims.
Conduct timely 3-point contact investigation, with focus on continued investigation as facts of the case change.
Mitigate the complex exposure while achieving the best outcome.
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.
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.
Assist as necessary in providing claim status to agents and insureds, coverage verification and loss run reports, etc.
Provide excellent customer service to internal and external customers and business partners.
Advocate to ensure that Pie has a leading claims customer experience.
Work 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 5-years workers’ compensation claim adjusting experience is required (carrier background, preferred).
Claims experience handling California WC claims is required.
Ability to evaluate and identify high dollar, high exposure, complex claims.
Requires active licensing in applicable states Strong communication (written and verbal) skills, to deliver more complex information effectively.
Strong 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
$95,000 - $120,000 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
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Listed by Pie Insurance for a position based in the United States. Employers on this board attest they are hiring domestically.
You'll handle auto claims across the full spectrum, from straightforward property damage to complex, multi-party bodily injury and litigation, with Florida experience a must. 8+ years adjusting, 3+ in litigation, and an active Adjuster's license required.
Who We Are
Kin makes life simpler, more affordable, and better for homeowners — especially in the places where climate risks, rising costs, and outdated systems make it hardest. We start with smarter homeowners insurance and expand to everything homeowners need to thrive.
Using data, technology, and thoughtful human support, we're building products that are clear, fair, and help homeowners feel confident — so homeowners aren't left behind when they need help most.
Founded in 2016, Kin is a remote-first employer with Kinfolk across more than 35 states. We serve customers in 14 states (and counting). Our disciplined growth, strong customer satisfaction, and focus on long-term sustainability fosters outstanding growth, attracts marquee investors, and earns recognition and accolades, including:
Built In Chicago's Best Places to Work, Midsize Companies (2021-2026)
Forbes' America's Best Startup Employers (2026)
Inc. 5000 Fastest-Growing Private Companies
Forbes’ Fintech 50 (2023-2026)
Great Places to Work Certified (May 2024-May 2027)
Most importantly, we're building Kin to be a place where people do meaningful work with real impact — for our customers, our communities, and each other. We're excited to tell you more about how you can contribute to our rapid growth, strong unit economics, profitability, and excellent customer ratings. To learn more about how we work and what we're building, visit kin.com and see how we work ().
The Opportunity
Our Claims team is growing, and we're looking for a Senior Auto Casualty Adjuster to own litigated auto claims from filing through resolution. This role manages first-party PIP/Medpay litigation, third-party liability litigation, and UM/UIM litigation, with a focus on complex claims carrying potential high exposure across multiple states, including Florida.
You'll develop litigation strategy after reviewing initial complaints and amended actions, drive settlement negotiations, and shape how the team approaches pre-suit claims and litigation trends. In periods of lower litigated volume, you'll also flex into non-litigated bodily injury and other first- and third-party auto claims.
Your Responsibilities
Own a caseload of litigated auto liability and bodily injury claims from suit assignment through resolution
Develop litigation strategy by reviewing initial complaints, amended actions, and evolving case facts
Analyze claims exposure and build negotiation strategies for settlement
Review pleadings, discovery, and motions to keep suit-handling plans aligned with case developments
Collaborate with defense counsel, claims counsel, and claims management on strategic planning
Build and maintain relationships with approved defense firms and industry vendors
Prepare for and attend mediations, depositions, arbitrations, and trials
Apply multi-state statutory knowledge, including Florida's insurance code, PIP statute, and bad faith framework
Maintain active adjuster licensing and CE credits, and stay current on case law and statutory changes
Mentor junior adjusters through file reviews, coverage questions, and complex claim coaching
Success in This Role
In your first 6–12 months at Kin, success is less about checking boxes and more about the impact you create. You'll use your skills and judgment to take ownership of meaningful work, improve how we operate, and help move Kin's mission forward. Along the way, you'll deliver outcomes that make a real difference for both Kinfolk and the customers we serve.
By the end of your first year, you should feel confident in your role, trusted as an owner, and proud of the progress you've helped make.
Taken ownership of a caseload of litigated auto claims, including high-exposure Bodily Injury, PIP, and UM/UIM claims or suits, driving each file’s strategy from acknowledgement through resolution with sound reserving and settlements, and operating in good faith.
Become a trusted partner to defense counsel, claims counsel, and claims management developing clear litigation and negotiation strategies that resolve complex files efficiently at mediation, arbitration, or trial and reduce unnecessary litigation spend.
Helped raise the bar across the team, mentoring junior adjusters through file reviews and complex claim coaching, and shaping how the unit approaches pre-suit claims and emerging litigation trends.
What You'll Bring
8+ years of auto claims adjusting experience
3+ years of auto injury claims and litigation experience
Extensive experience handling claims in Florida, including Florida's insurance code, PIP statute, and bad faith framework; additional state experience (e.g., Texas, Georgia, Colorado, Arizona) strongly preferred
Proven ability to mentor junior adjusters, including leading file reviews and coaching through complex claims
Advanced ability to memorialize case activity and communications, in writing and verbally, throughout litigation
Comfortable moving between simple, high-volume claims and complex litigated files without treating either as beneath the role
Experience working directly for an insurance carrier in a fully remote, digital-first environment (Slack, Snapsheet, Excel)
Strong decision-making and critical thinking in complex coverage and liability investigations
Active adjuster license in good standing, with willingness to obtain additional state licenses as needed
How We Hire
We believe a great hiring experience should be clear, respectful, and human. While our recruiting team uses AI tools for efficiency, resumes are still screened by Kin's in-house recruiters, and candidate evaluations and hiring decisions are made by recruiters and hiring teams. Rest assured, real people make real decisions.
The hiring process and timeline for each role will vary, depending on the position. However, here are some things you can expect from us:
Prompt updates and feedback following interviews
Interviews with recruiters, hiring managers, and members of teams
Skills assessment relevant to the position, if applicable
Genuine, thoughtful human interaction at every step
How We Support You
We offer a comprehensive, competitive benefits program, allowing you to choose the benefits that are best for you and your family, starting on the first day of the month following your start date.
Competitive salary and company equity through Restricted Stock Units (RSUs), granted as part of our standard compensation package and based on role and level
401(k) with company match up to 4% of eligible earnings
Multiple medical plan options, plus dental and vision coverage
Company-funded HSA contributions (based on medical plan selection)
Company-paid life insurance and short-term disability
A variety of supplemental benefit options, including long-term disability, critical illness, accident, legal, and pet insurance
Access to mental health support and confidential counseling resources
Flexible PTO for exempt employees (most employees take 15–20 days per year), plus 8 company-observed holidays
Paid parental leave, including up to 14 weeks at 100% pay for birthing parents and 8 weeks at 100% pay for non-birthing parents
Career mobility and internal growth opportunities across the organization
Professional development budgets for certifications, conferences, and learning available, subject to management approval
How we work
We don’t just hire for skills. We hire for alignment. Kinfolk bring diverse perspectives, but we’re united by a shared set of values that shape how we work and how we show up for each other and our customers.
Run through walls, together - Every one of us is responsible for creating the culture we want to work in. High performance. Low drama. Always respectful. We assume the best in each other and challenge ideas, not intentions. We show up, work hard, and play to each other's strengths — because that’s how great teams win.
Raise the bar. Drop the ego - Attitudes are contagious. Every one of us is responsible for creating the culture we want to work in. High performance. Low drama. Always respectful. Like professional sports teams, we win by working in sync. We show up, work hard, and play to each other’s strengths.
Act like an owner - We are owners, fully accountable for achieving Kin’s mission. That requires positive, proactive, big-picture thinking well beyond our job descriptions. Ask questions, Take ownership. Do the right thing, even when it‘s hard. Because when Kin thrives, so do you. And so do our customers.
Operate lean. Deliver more - We build efficiency into everything we do. Each dollar we save gets reinvested to deliver more to our customers: better pricing, more products, and new innovations. We work smarter by relentlessly prioritizing and using technology, including AI, to multiply our impact. Lean is about focus, not deprivation. Lean isn't a limitation — it's our competitive advantage.
Keep asking ‘What if?’ - We value curiosity. To make insurance better for our customers, we experiment. We embrace insights. And we base decisions on data rather than assumptions. We see setbacks as opportunities for growth and are always learning and improving. Both individually and as a company.
Where we work
We are a remote-first company with offices in Chicago, IL and St. Petersburg, FL where teams can come together for collaboration.
For Sales Agents and Customer Service Agents: These roles sit in any of the following 30 states: AL, AZ, CO, FL, ID, IL, IN, KS, KY, MA, MD, ME, MI, MO, MT, NC, NE, NM, NV, NY, OH, OK, PA, SC, TN, TX, UT, VT, VA, WA, and WI.
For all other positions, these roles can sit in any of the following 40 states: AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, ID, IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI. Please only apply if you are able to live and work full-time in one of the states listed above.
For remote technical positions located in Canada, we are only able to hire individuals who reside in Ontario. Applicants must be able to live and work full-time in Ontario to be considered.
State locations and specifics are subject to change as our hiring requirements shift.
EEOC statement
Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference – we honor it, nurture it, and celebrate it. We don’t discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Kin welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. If you require accommodation, please contact us by sending an email to careers@kin.com
Listed by Kin Insurance for a position based in the United States. Employers on this board attest they are hiring domestically.
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Vice President, Field Underwriting
United States
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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 VP, Field Underwriting owns Pie's underwriting P&L and the execution engine behind it. Reporting to the Chief Underwriting Officer and operating as a member of the executive team and peer to the VP of Insurance Product and Pricing, this leader is accountable for portfolio results, team performance, and the operating model that delivers them. The VP shapes company priorities alongside functional accountability — that means making enterprise-first calls when function and enterprise are in tension. They define how Field UW operates for the next several years: who it hires, how the onshore/offshore model evolves, what the AI-enabled underwriting function looks like at scale, and what underwriting excellence means for Pie's customers. This role partners closely with Corporate Underwriting on the automation roadmap, providing the field execution perspective that drives what gets built next. Someone who has managed a steady-state function will not thrive here. Someone who has built and restructured will.
How You'll Do It
Own Underwriting Results and Portfolio Performance
Own loss ratio outcomes across New Business and Renewal.
Drive underwriting strategy in partnership with the VP of Insurance Product and Pricing and the CUO, including appetite, authority standards, and risk selection philosophy.
Partner with Corporate Underwriting on appetite, eligibility, and underwriting best practices development; anchor those decisions in field execution experience and portfolio loss data.
Establish portfolio monitoring frameworks that surface emerging trends before they compound into loss problems.
Help lead the underwriting review and corrective action cadence across the function.
Design and Operate the Blended Underwriting Model
Own the design and ongoing performance of Pie's blended onshore/offshore underwriting model.
Set strategic direction for the offshore underwriting partnership, including quality standards, performance accountability, and scope of work over time.
Define how work is segmented among onshore, offshore, and automated channels as the business scales.
Build toward Pie's AI roadmap: own the coordination of human underwriting judgment and AI-assisted tools as those capabilities mature.
Build and Lead the Organization
Build and lead the Field Underwriting organization.
Recruit and develop leaders for New Business and Renewal.
Create a development culture that grows underwriting capability from within rather than relying entirely on external hiring.
Establish and maintain the intellectual framework for WC risk selection across the function, partnering with Corporate Underwriting to ensure field execution reflects sound, consistent underwriting judgment.
Drive consistent performance management practices across the team, partnering with the People team throughout the full team member lifecycle.
Lead Strategically and Represent the Function Externally
Actively shape enterprise priorities as a member of the executive team; represent Field UW's perspective while defaulting to what is best for Pie when function and enterprise priorities are in tension.
Represent the Field UW function in SLT discussions on growth strategy, capital allocation, and competitive positioning.
Partner with Business Development and Agency Management on key account strategy and agent-facing priorities.
Engage with reinsurers, strategic partners, and regulators as needed on underwriting and portfolio topics.
Build Pie's external presence in the workers' compensation underwriting community; contribute to industry dialogue in ways that strengthen Pie's positioning as an underwriting-led InsureTech.
Technology and Operating Model
Own the strategic vision for AI-enabled underwriting at Field UW: define what the function looks like when AI handles the repeatable work, where human judgment is irreplaceable, and what the transition roadmap is. Corporate Underwriting builds it; the VP defines the destination.
Partner with Corporate Underwriting and Data Science on the automation roadmap: surface where human judgment is being applied unnecessarily and validate where automation is ready to take work off the team.
Lead field-level adoption of new underwriting tools and AI-assisted workflows as Pie's capabilities grow; ensure the team is building capability, not dependency.
Integral in the development of the documentation and systematization of underwriting standards — the inputs Corporate Underwriting needs to build and refine the rules and models that drive automation.
The Right Stuff
Educational Background:
Bachelor's degree; advanced degree a plus.
Experience:
15+ years of workers' compensation underwriting experience with demonstrated accountability for portfolio results.
10+ years leading underwriting organizations, including experience building or rebuilding a team, not just running one.
Track record of operating model design and change leadership, not just execution management.
Experience with technology-forward environments: InsureTech, innovative carrier, or MGA context preferred.
Familiarity with blended onshore/offshore models or centralized underwriting at scale.
Strong executive presence: capable of representing the function to SLT, reinsurers, and external partners.
Analytically fluent: reads loss data, model outputs, and portfolio trends with confidence; able to connect data to strategy.
CPCU, ARe, or equivalent; advanced credentials preferred.
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
$205,000 - $295,000 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
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For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Pie Insurance’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
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Are you Hispanic/Latino?
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Race & Ethnicity Definitions
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Veteran Status
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Voluntary Self-Identification of Disability
Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 07/31/2029
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
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Claims Adjuster, Worker's Compensation
United States
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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 Claims Adjuster will play a vital role in delivering quality claim file management and an industry-leading customer claims experience. This will be completed by adhering to Pie’s Claims Best Practices and complying with regulatory and statutory requirements. 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.
How You’ll Do It
Claims Technical Management:
Independently handle all aspects of the 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.
Mitigate claim exposure while achieving the best outcome.
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.
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.
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.
Assist as necessary in providing claim status to agents and insureds, coverage verification and loss run reports, etc.
Provide excellent customer service to internal and external customers and business partners.
Participate in interactions with TPA adjusters and claims partners to drive optimized claims outcomes and top-notch claims experience.
Advocate to ensure that Pie has a leading claims customer experience.
Work 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 2-years workers’ compensation claims experience is required.
Claims experience working in the following states: Florida, Georgia, North Carolina, South Carolina, and Tennessee.
Strong communication (written and verbal) skills, to deliver more complex information effectively.
Strong 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.
Knowledge of jurisdictional regulatory and statutory requirements and CMS/MSA requirements.
Demonstrated knowledge and experience in claim adjudication, medical management and litigation management.
Developing ability to analyze and take necessary action in multiple focus areas, based on several data points.
Ability to use skills to overcome conflict and reach beneficial outcomes.
Ability to make claim decisions to mitigate exposure while achieving the best outcome.
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
$70,000 - $90,000 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
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Voluntary Self-Identification
For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Pie Insurance’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
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Race & Ethnicity Definitions
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
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OMB Control Number 1250-0005
Expires 07/31/2029
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
Disability Status
Select...
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
Submit application
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Listed by Pie Insurance for a position based in the United States. Employers on this board attest they are hiring domestically.
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Total Rewards Manager
United States
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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.
Overall, the Total Rewards Manager is responsible for the strategy and execution of that strategy for base compensation, short term incentive compensation, long term incentive compensation, equity, benefits, and wellness. The work requires partnership with People Partners and Recruiters as well as the executive team, including the Director of People Operations, SVP of People and Talent, CEO, and CFO.
How You’ll Do It
Serve as the Compensation Partner to deliver strategic compensation support to the organization:
Provide consultation and guidance to key stakeholders (Director of People Operations, Chief People Officer, CEO, and CFO) as well as other leaders and People Partners regarding compensation strategy, programs, and communications.
Partner with People Partners and Talent Acquisition for all compensation activities related to their functions.
Assist with ad-hoc requests and reporting needs.
Compensation analysis:
Ensure salary and equity structures remain market competitive as the market changes throughout the year.
Work with People Partners to recommend any necessary off-cycle increases and market adjustments.
Audit for pay gaps and ensure equitable pay.
Maintain Pie’s job architecture:
Prepare and/or review job descriptions reflecting job responsibilities, activities, duties, and requirements and recommend appropriate alignment within our job architecture.
Ensure consistent application of job architecture throughout the organization thereby protecting equitable practices in job levels and compensation
Assist in maintaining systems to ensure accuracy of compensation data, job profiles, bonus targets, equity, etc.
Contribute to overall compensation strategy:
Partner with external compensation consultant(s) on executive compensation practices, reviews, and recommendations.
Assist with equity strategy, planning, and execution.
Co-owns the implementation of the annual compensation and performance cycle program execution
Administer benefits programs:
Manages benefit programs, partnering with peers, vendors, consultants, and auditors to do so.
Recommend changes to benefits programs.
Implements and administers benefits programs.
Administer leave programs.
Own all benefits processes, systems, and reporting:
Manage payroll contributions and match processes.
Oversee all benefits-related reporting.
Verify and maintain accuracy of data.
Ensure compliance with applicable laws, regulations, and policies.
The Right Stuff
Bachelor's Degree or equivalent experience with some college coursework.
5+ years compensation and equity analysis experience.
3+ years of benefits administration experience.
Knowledge of laws and regulations as they apply to base compensation and incentive compensation programs, company policies, and operations.
SHRM Certified Professional (SHRM-CP) or Senior Certified Professional (SHRM-SCP) and certified compensation professional credentials.
Advanced communication (written, verbal and presentation) skills, to deliver complex information effectively and align people with the needs of the project/team.
Advanced problem solving skills, to be able to manage complex situations with multiple layers, and resolve to solution anticipating needs now and into the future.
Advanced awareness of workflow, and project tradeoffs to make decisions based on needs now and into the future.
Experience using G-Suite and collaboration tools.
Excel, HRIS (Workday), compensation tools.
Experience using AI tools (Claude) and other AI tools specific to Total Rewards a plus
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
$115,000 - $145,000 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
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Address Line 2 (Optional)
City*
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Zip Code*
U.S. Standard Demographic Questions
We invite applicants to share their demographic background. If you choose to complete this survey, your responses may be used to identify areas of improvement in our hiring process.
How would you describe your gender identity? (mark all that apply)
Select...
How would you describe your racial/ethnic background? (mark all that apply)
Select...
How would you describe your sexual orientation? (mark all that apply)
Select...
Do you identify as transgender?
Select...
Do you have a disability or chronic condition (physical, visual, auditory, cognitive, mental, emotional, or other) that substantially limits one or more of your major life activities, including mobility, communication (seeing, hearing, speaking), and learning?
Select...
Are you a veteran or active member of the United States Armed Forces?
Select...
Voluntary Self-Identification
For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Pie Insurance’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
Gender
Select...
Are you Hispanic/Latino?
Select...
Race & Ethnicity Definitions
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Veteran Status
Select...
Voluntary Self-Identification of Disability
Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 07/31/2029
Why are you being asked to complete this form?
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
Disability Status
Select...
PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.
Submit application
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Listed by Pie Insurance for a position based in the United States. Employers on this board attest they are hiring domestically.
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Director, Actuary
United States
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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 Director, Actuary is responsible for leading Corporate Actuarial functions for workers' compensation and other P&C lines of business. This leadership position will manage a growing team of actuaries responsible for actuarial analyses in the areas of reserving, reinsurance, pricing, ratemaking, analytics, and systems integration in support of Pie's pricing and financial goals. Duties also include enhancing enterprise risk management capabilities, applying predictive models, researching workers' compensation industry trends, and developing and delivering presentations to a senior level audience. This work is used to develop financial forecasts and influence decisions of senior management; the results are communicated to a broad group of stakeholders, including Claims, Underwriting, Business Development, Actuarial and Product; this role will have significant visibility with the senior leadership group. Strong technical background, the ability to dig into details and find early indicators of problems, and communication skills to a wide audience, written and oral, will distinguish the ideal candidate.
How You’ll Do It
Execute Company Strategy:
Ensure the consistent use of methods and assumptions across all lines of business as part of loss trends deep dives and regularly recurring work.
Guide team members in developing the loss trends storylines for Workers’ Compensation and other lines of business.
Manage regular reporting deliverables including competitor commentary and pure premium relativity.
Establish relationships and collaborate with cross-functional areas to better prioritize work within the team and support the development of insurance trends.
Collaborates with other actuaries and business units within Pie to ensure effective execution of actuarial data driven initiatives.
Actuarial Analysis:
Responsible for high quality and reproducible predictive and descriptive tools for business use.
Closely reviews innovative models and recommends regulatory approach to innovation.
Monitors business portfolio KPIs such as frequency and severity trends and proactively informs senior management.
Collect, aggregate, and analyze data from multiple internal and external sources.
Write and maintain code to build and maintain data pipelines for production models.
Use and develop advanced actuarial techniques to discover patterns, insights, and trends in Pie data.
Produce sound rate level indications with advanced understanding of actuarial ratemaking methodology.
Work with Pie’s reinsurers and reinsurance broker to optimize Pie’s reinsurance program and create reporting, including bordereau materials, for reinsurance partners.
Work with external partners like AM Best, auditors, and external consultants, as necessary.
Partner with the Data team to identify and establish actuarial data requirements.
Provide regular status updates to Pie’s senior leadership.
Identify issues and recommend mitigation strategies.
Ensure key stakeholders are identified and regularly informed of project status.
Lead in the development and documentation of actuarial department processes.
Leadership:
Support, mentor, and coach as well as provide professional development for your team. Provide continuous feedback and opportunities for career development.
Work in partnership with the People Partner on performance improvement and coaching plans.
Identify hiring needs and be the hiring manager for recruiting high quality analysts.
Work through conflict management needs and team member relations needs with the help and direction from the People Team.
Work collaboratively with the People Partner throughout the team member lifecycle, including, but not limited to hiring, onboarding, performance management, team member relations, and offboarding.
The Right Stuff
Bachelor’s Degree required.
10+ years of progressive insurance Actuarial experience required.
Fellow of Casualty Actuarial Society
Experienced leader, with 6+ years of people leadership. Strong ability to motivate others to take initiative, as well as, establish psychological safety for team members to test, learn, and grow.
Experience using SnowFlake, SQL, Python, and other programming languages is a plus.
Master communicator: Ability to communicate up and down the organizational levels, strong executive presence. Expressing self effectively by where applicable, presenting their own, team, and cross functional perspectives and requests in a clear, direct and open manner. Foster open communication and dialogue by uncovering and resolving conflicts within the team and among cross functional groups, where applicable, in a constructive manner.
Highly Collaborative: Understands others by seeking and understanding multiple points of view and needs of multiple cross functional groups.
Strategic Thinker & Problem Solver: Demonstrates the ability to translate business segment strategy into functional plans and guiding execution. Can consistently apply integrative thinking skills to solve underlying needs and find the best possible solution.
Proactive Operator: Surfaces issues early. Manages stakeholder expectations directly. Anticipates rather than reacts.
AI-Native: Actively uses AI tools to accelerate analysis, drafting, and team productivity. Comfortable making AI adoption a stated team expectation.
Independent Judgment: Brings well-reasoned actuarial positions to senior leadership and defends them under scrutiny.
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
$180,000 - $240,000 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.
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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
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As set forth in Pie Insurance’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
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If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
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A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:
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