07/30/2026  
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. As a Digital Account Specialist at Pie, you will take full ownership of managing and growing a significant partner portfolio (850:1). Your role involves driving proactive business development, autonomously addressing client needs, and meeting performance quotas. You will represent Pie with professionalism and make strategic decisions to enhance client relationships and achieve organizational goals. How You’ll Do It Maintain service communication and drive outcomes with existing partners: Build and engage with outside agency partnerships to increase engagement...
Pie Insurance United States
07/30/2026  
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. As a Strategic Account Manager, you will be responsible for innovating and managing acquisition and the overall partner experience to ensure substantial and profitable growth with strategic partnerships. These partnerships include high volume partnerships including but not limited to Wholesale, or other complex partnership structures. The role is accountable for the identification and development of new partnerships while managing and strengthening existing relationships. Managing these partners mandates a strength in strategic planning to maximize the growth and...
Pie Insurance United States
07/22/2026  
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...
Pie Insurance United States
07/14/2026  
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...
Pie Insurance United States
07/13/2026  
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’...
Pie Insurance United States
07/09/2026  
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...
Pie Insurance United States
07/09/2026  
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 People Operations Generalist is responsible for a variety of employment-related functions within the organization. This role typically includes tasks such as employee relations, performance management, compliance with labor laws, and benefits administration. The People Operations Generalist acts as a point of contact for team members and leaders, providing guidance and support on team member issues. They may also be involved in developing and implementing policies and procedures, conducting training sessions, and ensuring a positive work environment. The position...
Pie Insurance United States
07/09/2026  
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 HRIS Analyst partners with the People & Talent team and our customers to analyze process, design and data flow within the HRMS and related applications. The Senior HRIS Analyst ensures adherence to project schedules, maintains systems orientation and works effectively and independently to achieve priorities. This position also serves as a technical point-of-contact for the HRMS and assists subject matter experts with ensuring data integrity, testing of system changes, report writing and analyzing data flows for process improvement opportunities. The Senior...
Pie Insurance United States
07/09/2026  
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...
Pie Insurance United States
06/24/2026  
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. Pie Insurance is seeking a US-based Senior Business Systems Analyst to join our agile Business Systems team, with a primary focus on Zuora Billing & Revenue and additional responsibilities across adjacent finance systems. This role is critical to maintaining, optimizing, and enhancing Pie’s subscription management and billing platform, and is ideal for someone who brings deep Zuora and financial systems expertise, enjoys solving complex business and systems challenges, and wants to help scale finance as business models evolve. You will lead 2 to 3 cross-functional...
Pie Insurance United States
06/18/2026  
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. Working with the Accounting Manager and supporting our Controllers, you’ll be part of building out our accounting function and owning key elements of our financial close process. You’ll apply your GAAP knowledge to day-to-day accounting operations, with a roll-up-your-sleeves approach. You’ll interface with fellow Pie-oneers, vendors, partners, and related parties while being accountable for accurate and timely completion of all assigned tasks.  How You’ll Do It Drive Accounting Operations: Participate in the monthly accounting close process. Prepare journal...
Pie Insurance United States
06/17/2026  
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. Our Underwriters are on the front lines, interacting with our customers all day, every day. Every underwriting call, email and message has a profound impact on our business and our reputation. The average day in the life of a Pie Underwriter involves a high volume of daily transactions ranging from making underwriting decisions to issuing a certificate of insurance. We expect your role will evolve quickly as Pie grows.  How You’ll Do It Leverage workers’ compensation or commercial insurance underwriting expertise to assess medium to complex risks in order to...
Pie Insurance United States
06/15/2026  
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. As a Team Lead on the Premium Audit Outreach team, you'll lead a team of auditors and outreach specialists responsible for audit documentation and processing, insured and agent communication, and first and second-tier case resolution. Your role is front-line execution: you set the daily rhythm for your team, coach individuals against quality standards established by the department, and serve as the first escalation point when cases get complex. This role reports to the Premium Audit Director  within the broader Premium Audit leadership structure. How You’ll Do It...
Pie Insurance United States
05/29/2026  
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. Reporting directly to Pie’s Internal Controls Manager, this role will be responsible for evaluating and related processes designed to safeguard company assets and ensure accurate financial reporting. You will regularly assess the effectiveness of internal controls, identifying areas for improvement and supporting compliance with the COSO internal controls framework, Sarbanes-Oxley (SOX) and other relevant regulations and standards. How You’ll Do It Assist in the execution of the annual risk assessment at the Financial Statement Line Item and process level to...
Pie Insurance United States
05/22/2026  
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 Manager, Underwriting is the operational leader of the New Business Underwriting team, responsible for translating strategic direction from the Director of New Business Underwriting into day-to-day execution. This role owns team performance, service delivery, and underwriter development — ensuring the team operates with consistency, quality, and efficiency. The Senior Manager is a seasoned underwriting professional whose technical expertise is sought out by team members, and who can make sound, independent decisions in complex or ambiguous situations without...
Pie Insurance United States
05/21/2026  
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’...
Pie Insurance United States
05/18/2026  
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. Under limited supervision, serves as premium audit subject matter expert and strategic leader of the Premium Audit department. Drives departmental transformation and operational excellence through oversight of functional strategy, leadership development, and execution of the new Premium Audit model. Partners with Senior Directors and cross-functional leaders to integrate premium audit strategies with broader organizational objectives while leading the department through its transformation to eliminate backlog and implement next-generation audit capabilities. How You’ll...
Pie Insurance United States
05/06/2026  
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 Staff Business Systems Analyst is a Salesforce-centric role with broad exposure to the platforms that power a modern insurance company. You'll be the go-to expert for complex CRM challenges, a trusted partner to business stakeholders across sales, service, and operations, and a collaborative teammate who makes the people around you more effective. The split is roughly 60% hands-on platform work and 40% stakeholder engagement—we need someone who's excellent at both. How You’ll Do It Salesforce Platform Ownership Administer, configure, and develop solutions...
Pie Insurance United States