Jobs at Pie Insurance

Reviews and analyzes commercial insurance submissions, quote revisions, bind reviews, endorsements, and policy updates within delegated authority. Communicates with underwriters, agency partners, and internal teams; verifies business information; identifies risk concerns; requests additional details; and supports accurate, timely policy processing. Maintains knowledge of workers’ compensation and commercial auto coverage, forms, ratings, and manuals while managing high-volume work across multiple states.

Conducts quality audits across underwriting, premium audit, and customer service departments; analyzes review data to identify trends and training opportunities; helps develop and deliver training; maintains process, authority, and governance documentation; facilitates calibration and quality meetings; coaches employees on procedures, systems, regulations, and expectations; and supports process improvement and implementation of new workflows.

Own end-to-end sourcing and procurement activities, including RFx processes, spend analysis, benchmarking, bid evaluations, and vendor recommendations. Manage Claims vendor relationships, performance scorecards, stewardship meetings, escalations, onboarding documentation, contract compliance, and billing reviews. Support negotiations, cost optimization, audit coordination, and defense counsel panel oversight while producing accurate, leadership-ready outputs independently.

Serve as in-house commercial counsel by drafting and negotiating contracts, managing the LinkSquares contracting workflow, advising internal stakeholders, and maintaining contract records. Lead legal collections through demand letters, outside counsel coordination, and dispute resolution. Support corporate governance, regulatory compliance, subpoena responses, policy development, and other legal matters. The role requires independent judgment, strong organization, and the ability to communicate legal concepts clearly to business teams.

Sell commercial insurance to small business customers through inbound and outbound calls. Responsibilities include qualifying prospects, setting appointments, maintaining lead systems, understanding customer needs, partnering with underwriting, presenting policies, closing deals, and building customer relationships. The role is remote within the United States and requires strong communication, coordination, adaptability, and problem-solving skills.

Leads customer service operations and external vendor partnerships, including performance management, SLA and KPI tracking, forecasting, risk remediation, escalations, reporting, automation, and process improvement. Develops team members, builds operational business cases, partners with Product and Engineering, and drives scalable workflows and self-service capabilities. Requires customer service or insurance operations expertise, BPO vendor management, strong metric analysis, and P&C insurance experience.

Leads end-to-end billing and collections operations, owning bad debt recovery, litigation and settlement outcomes, vendor and BPO performance, compliance, KPIs, and allowance processes. Manages and develops collections staff, establishes procedures and service levels, partners with Accounting, Legal, Product, and Engineering, and drives automation and continuous improvement. Oversees escalations, disputes, vendor scorecards, financial close documentation, and risk-based collection strategies.

Manage workers’ compensation medical-only claims from setup through closure, including investigations, compensability decisions, reserves, medical benefits, utilization review, lien resolution, and claim mitigation. Provide guidance to agents and insureds, maintain regulatory compliance, identify claims requiring indemnity conversion, and support improvements to claims processes and customer service. The role is remote within the United States.

Provides timely customer service and issue resolution for payroll partners and insureds through email and platform channels. Handles policy issuance, billing and agency questions, cancellations, renewals, escalations, and complex requests while meeting service-level agreements. Builds partner relationships, advocates for customer needs, identifies process improvements, and supports onboarding, peer training, system testing, and maintenance of standard operating procedures and training resources.

The Principal People Partner advises executives and senior leaders on people strategy, organizational design, workforce planning, performance management, talent development, employee relations, compliance, engagement, retention, and change management. The role partners cross-functionally to build high-performing teams, manage complex employee relations matters, support leadership transitions, improve team member experiences, and leverage HR systems and people data to guide decisions.

Manage workers’ compensation premium audit operations, including internal teams, vendors, quality, compliance, productivity, and customer escalations. Develop audit strategies, improve processes, optimize workflows and technology, analyze performance trends, and partner with Product, Engineering, Analytics, Compliance, Legal, Claims, Underwriting, Billing, and Customer Service. Lead team development, resolve complex disputes, and communicate operational insights to senior leadership.

Manage catastrophic and large-loss workers’ compensation claims from setup through closure. Responsibilities include investigations, compensability decisions, reserving, statutory benefit administration, litigation management, settlement negotiation, structured settlements, Medicare Set-Asides, and exposure mitigation. The role provides claim guidance to agents and customers, presents large-loss updates, attends mediations and trials, mentors junior adjusters, and improves claims processes and protocols.

Leads the end-to-end commercial insurance collections function, owning bad debt recovery, litigation and settlement outcomes, vendor and BPO performance, compliance, allowance processes, KPIs, and receivable closeout. Manages and develops collections staff, establishes SOPs and service levels, partners with Legal, Accounting, Product, Engineering, and Compliance, and drives automation and upstream process improvements to reduce exposure.

Leads cross-functional operational excellence and transformation programs across multiple business domains. Responsibilities include process architecture, Lean and Six Sigma methodology application, stakeholder influence, change management, AI-assisted workflow redesign, automation governance, performance measurement, and executive communication. The role coaches stakeholders, manages complex initiatives, delivers measurable efficiency improvements, and develops sustainable operational frameworks with long-term organizational impact.

Manage end-to-end California workers' compensation claims, including complex/high-exposure files. Conduct investigations, determine compensability, set reserves, manage medical and indemnity benefits, control litigation and legal costs, negotiate settlements, and provide excellent service to agents and insureds while mentoring junior adjusters and improving claims processes.

Provide email and phone support to agency partners, handle onboarding/offboarding, assist with CRM and portal configurations, resolve document and commission questions, troubleshoot technical issues with Engineering, identify trends, and support back-office tasks to ensure data alignment and customer success.

Manage workers' compensation claims end-to-end, focusing on high-dollar, high-exposure and complex files. Make compensability and reserving decisions, administer benefits, control litigation and legal costs, negotiate settlements, and deliver strong customer service to agents and insureds. Mentor junior adjusters and improve claims processes while complying with statutory requirements.

Director of Premium Audit responsible for leading departmental transformation and operational excellence, developing strategies, managing teams, and overseeing audit processes in alignment with business objectives.

Underwrite and bind medium-to-complex workers' compensation risks, follow underwriting guidelines, support payroll partner relationships, issue certificates, assist sales with technical questions, manage high transaction volume, maintain coverage and rating knowledge, and participate in portfolio review. Travel up to 10%.

Lead Pie's Field Underwriting organization owning P&L, portfolio loss outcomes, and the blended onshore/offshore + AI-enabled underwriting operating model. Build and develop teams, set underwriting strategy and standards, partner with Corporate Underwriting, Data Science, reinsurers, and agency partners, and drive adoption of automation while representing the function at the executive level.