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 ItTeam Leadership and Daily Operations - Manage daily workload distribution and prioritization across audit processing, outreach, and inbound and outbound call workflows. - Monitor team production and quality performance against established scorecard targets, coach team to action based on insights, and escalate emerging risks in a timely manner. - Conduct regular 1:1s with each team member, delivering specific and timely feedback grounded in quality data, production metrics, and skill development. - Document individual performance, provide recognition for progress, and deliver structured feedback for improvement. - Identify team knowledge gaps and connect team members to the training and resources needed to address them. - Maintain production and quality scorecards for your team. Customer and Cross-functional Coordination - Serve as the primary escalation point for complex insured and agent inquiries; resolve inquiries within scope and route those requiring higher-level review with complete case context. - Identify and communicate insured and agent pain points internally to inform improvements to audit processes, products, and the customer experience. - Manage handoffs between the outreach team and audit review, billing, and customer service teams, ensuring complete case context accompanies each transfer. - Contribute to cross-functional projects and departmental initiatives as a subject matter resource, representing the outreach team's operational perspective and supporting team-level implementation of project outcomes. - Participate actively in process improvement discussions, contributing ground-level operational observations to support initiatives led by management. Quality, Process, and Continuous Improvement - Review audit documentation and outreach interactions for accuracy, tone, and adherence to established SOPs. - Train team members on Pie's audit and insurance operations platforms; create and maintain SOPs related to system functions and workflow standards as processes evolve. - Recognize patterns in errors or escalations; bring observed trends and proposed solutions to your manager to support process improvement. - Partner with the quality function to translate interaction monitoring data into specific, actionable coaching for individual team members. - Contribute to operational improvement initiatives led by management; support implementation of process and technology changes at the team level, including testing and adoption of new tools prior to broader rollout. - Identify workflow inefficiencies and surface specific, actionable observations to your manager. The Right Stuff - High School diploma or GED required. Bachelor degree is preferred. - Minimum of 3 years of experience in premium audit is required. - Minimum of 4 years commercial insurance experience is required. - Minimum of 1 year experience working in a leadership role or demonstrated leadership experience is required. - Knowledge of state/bureau specific premium audit rules. Ability to interpret/communicate rules accurately and to cross functional stakeholders. Utilize existing contacts and develop relationships within the industry to assist in progressing Pie's Premium Audit Team. - Intermediate communication (written and verbal) skills, to deliver more complex information effectively. - Developed problem solving skills to be able to manage complex tasks and work through to solutions with little guidance and direction. - Intermediate awareness of your own tasks, and how it impacts the team and deliverables - Intermediate leadership skills and some general experience leading work groups or task forces in specific projects. - Detail oriented: Ability to pay close attention to small particulars when working on a task or project. Complete work as flawlessly as possible before moving to the next task. Projects and tasks are high-quality work with little to no errors. Able to review work of others and find errors, inconsistencies and/or trends. - Strong time management skills: skilled in the process of organizing and planning how to divide time between specific activities. Able to prioritize work to meet deadlines and communicate priority of work to others. - Well organized: Use resources efficiently and effectively. Ability to manage time, energy and workspace well and accomplish all assigned tasks successfully. - G-Suite Tools, Collaboration tools (Slack is preferred), Salesforce, Looker, and Insurity is 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 $75,000—$95,000 USD Compensation & Benefits - Competitive cash compensation - A piece of the pie (in the form of equity) - 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 InformationPie 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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Role Description You've planned and executed testing, assessed controls, and reached conclusions you had to defend. Now that expertise has a new application: shaping how frontier AI models reason through audit and controls problems the way an experienced practitioner does. - Design realistic controls, audit support, and testing tasks drawn from real engagements - Write evaluation rubrics that define adequate evidence, sound controls, and a defensible conclusion - Review AI-generated controls assessments, testing workpapers, and audit schedules for rigour and completeness - Build reference workpapers and controls matrices that set the standard models are evaluated against - Identify where models accept weak evidence, miss a control gap, or over- or under-test — and name the standard they fell short of Qualifications - 5–8+ years in external or internal audit, or a SOX / controls function - CPA, ACA / ACCA, CIA, or equivalent (preferred, not required) - You can explain why a control or a piece of evidence is — or isn't — sufficient Requirements - You've planned and executed testing and reached conclusions you had to defend Benefits - Fully remote, part-time and flexible work - Work is scoped by project and ranges from short engagements to ongoing collaborations, structured as a contract or a monthly retainer - Compensation: $80–$200 per hour, aligned with expertise, scope, and impact; exceptional or highly specialised expertise can go higher - Ongoing engagements are typically structured as a monthly retainer rather than hourly billing