Job Description

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 Vendor Management & Sourcing Analyst is the operational backbone of Pie’s Claims Vendor Management and Procurement function, owning end-to-end work across both sourcing/procurement execution and vendor relationship and performance management. In this senior individual contributor role, you will lead the full sourcing lifecycle by translating business needs into RFx processes, conducting market research, spend analysis, benchmarking, and competitive bid evaluations, and delivering data-backed vendor selection recommendations. You will also manage the Claims vendor portfolio by coordinating stewardship meetings, monitoring scorecard performance, handling day-to-day vendor communications, and driving issues through the escalation log from identification to resolution. This role operates within a lean team and requires independent judgment, strong follow-through, and proactive delivery of leadership-ready outputs with minimal oversight.

How You’ll Do It

Sourcing & Procurement Execution:

• Lead end-to-end sourcing activities: needs intake, market research, RFx development and management, bid evaluation, and vendor selection recommendation packages.
• Conduct spend analysis and competitive benchmarking across the active vendor portfolio to identify cost optimization, consolidation, and renegotiation opportunities.
• Prepare comparison matrices, commercial term analyses, and leadership-ready recommendation summaries that enable vendor decisions based on data, not assumptions.
• Support contract negotiations by conducting pre-negotiation research: identifying risk areas, pulling historical contract data, and developing favorable position recommendations.
• Execute operational expense bill review, flagging invoice discrepancies, out-of-scope charges, and savings opportunities.
• Build and maintain data integrity within the vendor tracking system, ensuring spend records, pipeline data, and vendor information are accurate and current.
• Develop and refine sourcing templates, standard operating procedures, and playbooks that create repeatable, defensible sourcing processes.

Vendor Relationship & Performance Management:

• Serve as the primary day-to-day point of contact for all active Claims vendors, managing routine communications, requests, and issue triage.
• Coordinate and prepare for quarterly stewardship meetings with high-risk and claims-critical vendors, including agenda development, performance data compilation, and follow-up tracking.
• Track vendor performance against scorecards, populating data and flagging performance gaps to the Senior Manager for action.
• Maintain the Issues & Escalations log — documenting, routing, and tracking vendor issues from identification through resolution.
• Coordinate vendor onboarding documentation collection and verification: W-9s, insurance certificates, compliance certifications, and NDAs.
• Collaborate with Claims leadership and Legal to support vendor contract compliance, regulatory audit coordination, and billing guideline enforcement.
• Support the defense counsel panel oversight program, including spend tracking by firm and stewardship meeting coordination.

The Right Stuff

• High school diploma or GED required. Bachelor’s degree preferred in business, finance, supply chain, or a related field.
• 4+ years of combined experience in vendor management, strategic sourcing, procurement, or a related role — with demonstrated competency in both sourcing execution and vendor relationship management.
• Direct experience in workers’ compensation or commercial lines insurance is required. You need to understand the claims lifecycle, vendor ecosystem, and cost drivers before you can manage or source within it effectively.
• Demonstrated history of executing sourcing activities independently: RFx development, spend analysis, bid evaluation, and vendor selection. Not supporting them — owning them.
• Experience managing vendor relationships and performance, including stewardship meetings, scorecard tracking, and escalation management.
• Exposure to contract review, commercial term analysis, and negotiation support.

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 $100,000—$125,000 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

Our goal is to make all aspects of working with us as easy as pie. That includes our offer process. When we’ve identified a talented individual who we’d like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate’s knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges.

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.

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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

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