• Coordinate and schedule product demos and discovery calls with software vendors • Attend all demos, taking detailed and structured notes capturing key functionality, pricing, and differentiators • Produce written breakdowns comparing vendor platforms against current tools — including clear strengths/weaknesses analysis with direct quotes from demos • Manage ongoing vendor communication and follow-up to gather additional information or clarifications post-demo • Maintain a centralised tracker of all tools evaluated, status, and recommendation outcomes • Collaborate with internal stakeholders to understand requirements before vendor evaluations • Flag discrepancies, red flags, or gaps in vendor offerings and escalate to relevant decision-makers

• Serve as main point of contact through various forms of communication to maximize service level success across the enterprise (multi-site including Assurant and Vendor Partners) • Analyzes intraday and historical performance to respond/plan appropriately across the enterprise • Monitor and analyze enterprise (multiple sites, including vendor) SLAs and staffing levels, make appropriate recommendations to ensure client contractual goals are met • Partner with vendor managers to communicate and escalate any vendor staffing issues/concerns • Accurately analyze and communicate issues related to BCP events, major systems outages, or other unexpected events to ensure necessary staffing adjustments are made, and service level is protected • Proactively identify, coordinate, and communicate enterprise (multiple sites including vendor partners) overtime and VTO recommendations • Completion, coordination, and oversight of complex ad hoc analysis of systems issues, BCP events, and daily enterprise contact center performance • Recommend and adjust staffing levels through overtime, VTO and/or skilling recommendations • Adjust (reforecast) enterprise level intraday forecasts based on current trending and coordinate responses needed to achieve SLAs • Manages and produces some reports for Service Levels and Operational goals including Service Level Reports, Post Analysis Reports, etc.

• Lead the day-to-day administration of health, welfare, and retirement plans. • Manage equity compensation programs, specifically focusing on UARs and RSUs. • Perform rigorous monthly invoice reconciliations; identify root causes of discrepancies and implement long-term fixes. • Collaborate closely with the Payroll team to ensure seamless benefit deductions, retroactive adjustments, and data integrity. • Develop and maintain dashboards to monitor enrollment accuracy, billing variances, and equity activity to drive data-driven decision-making. • Ensure 100% compliance with ERISA, ACA, COBRA, and HIPAA. Support annual filings, audits, and vendor performance evaluations. • Proactively identify opportunities to automate or streamline workflows to improve efficiency and scalability.

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 HRIS Analyst also supports the upcoming HRMS implementations as well as upgrades, patches, testing and other technical projects as assigned. How You’ll Do ItHRMS Implementation, Maintenance & Support - Monitor, audit, maintain and troubleshoot current HRMS system and data, ensuring data integrity and system compliance - Provide end-user support, including researching and resolving HRMS issues - Assist in the review, testing and implementation of HRMS system upgrades or patches - Routinely analyze data inputs/outputs, requests and processes to identify inconsistencies or opportunities for improvement - Integrate HRMS data with other People & Talent applications through integrations, imports, APIs Support and perform discovery, business requirements review, system configuration, data conversion, testing and rollout activities related to a new HRMS implementation - Partner with L&OD team to create system training and supporting job aids Process Improvement - Collaborate with the People & Talent team to coordinate application of upgraded functionality, explore opportunities to streamline and automate, implement process improvements and/or apply fixes - Design and document system and technical processes, identifying expectations and results - Partner with other SMEs to devise solutions that are moderate to complex in scope and impact, while exercising independent evaluation and judgment Reporting & Analytics - Fulfill standard ongoing and ad-hoc data requests by writing, maintaining and supporting a variety of reports using appropriate reporting tools - Establish and document audit procedures for validating and correcting People & Talent data - Maintain and provide regular People Analytics data by updating dashboards and designing new metrics as requested The Right Stuff - High School Diploma or GED Required. Bachelor's degree preferred. - 4+ years Analyst experience in HRIS or People Operations with HRIS Administration, system configuration and/or implementation duties - Prior experience with HRMS Administration (Workday, UKG, ADP, Namely), reporting tools and data analysis. Workday preferred - Ability to translate business objectives and user needs into technical configurations and data requirements - Natural curiosity in identifying and solving for unexpected results and process flaws with exceptional attention to detail - Strong analytical approach in developing appropriate solutions - Excellent time management skills with a proven ability to meet deadlines - Experience with a minimum of one full cycle HRMS implementation or migration - Proficient in compiling data from multiple sources in Excel and Google Sheets using pivot tables, V-lookups and formulas 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 $110,000—$140,000 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 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. 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