Corporate Insurance Analyst

PayPal • Chicago, IL

19h • Hybrid

About The Position

The Company PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy. We operate a global, two-sided network at scale that connects hundreds of millions of merchants and consumers. We help merchants and consumers connect, transact, and complete payments, whether they are online or in person. PayPal is more than a connection to third-party payment networks. We provide proprietary payment solutions accepted by merchants that enable the completion of payments on our platform on behalf of our customers. We offer our customers the flexibility to use their accounts to purchase and receive payments for goods and services, as well as the ability to transfer and withdraw funds. We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account balance, PayPal and Venmo branded credit products, a credit card, a debit card, certain cryptocurrencies, or other stored value products such as gift cards, and eligible credit card rewards. Our PayPal, Venmo, and Xoom products also make it safer and simpler for friends and family to transfer funds to each other. We offer merchants an end-to-end payments solution that provides authorization and settlement capabilities, as well as instant access to funds and payouts. We also help merchants connect with their customers, process exchanges and returns, and manage risk. We enable consumers to engage in cross-border shopping and merchants to extend their global reach while reducing the complexity and friction involved in enabling cross-border trade. Our beliefs are the foundation for how we conduct business every day. We live each day guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Together, our values ensure that we work together as one global team with our customers at the center of everything we do – and they push us to ensure we take care of ourselves, each other, and our communities. Job Summary: We are seeking a detail-oriented Corporate Insurance Analyst to support day-to-day administration of the organization’s insurance programs. This role works closely with the Senior Director of Risk Management, brokers, carriers, and stakeholders to ensure programs are properly placed and administered across all lines. RESPONSIBILITIES: Support placement, renewal, and administration of corporate insurance programs (property, liability, D&O, E&O, cyber, workers’ compensation). Maintain policy inventory, renewal calendars, and exposure schedules; benchmark coverage against peers. Coordinate with TPAs, adjusters, and carriers on claims; track open claims and prepare reports. Maintain RMIS data and generate analytics for renewals and executive reporting. Issue certificates of insurance and review contracts for compliance. Monitor the department budget, process purchase orders, and reconcile invoices. Prepare program summaries and renewal presentations; respond to cross-functional inquiries. Job Description: Essential Responsibilities: Perform daily cash management and forecasting activities to ensure operational liquidity Monitor and manage cash positions to optimize investment opportunities Review global bank account balances to support global Treasury and PayPal Business Units liquidity requirements Support updates/enhancements to systems and processes Develop and support Treasury policies, procedures, and controls Monitor FX exposures; manage and execute daily FX trades including derivatives hedging with bank counterparties Prepare data reports in support of monthly and quarterly controls Assist with execution of Transformation initiatives Identify and recommend process improvements for area of responsibility Design and implement dashboard-based analytics platform and tools

Requirements

• 3+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.

Nice To Haves

• Bachelor’s degree in Risk Management, Insurance, Finance, Business Administration, or a related field
• 3–5 years of experience in corporate insurance, risk management operations, or a related insurance analyst role
• Working knowledge of commercial insurance lines including property, casualty, liability, and financial lines (D&O, E&O, Cyber)
• Familiarity with the insurance placement and renewal process, including broker and carrier coordination
• Experience administering claims and coordinating with TPAs, adjusters, or carriers
• Familiarity with captive insurance operations
• Proficiency with RMIS platforms for policy and claims administration (e.g., Origami Risk, Riskonnect, Ventiv, or equivalent)
• Demonstrated ability to issue and manage certificates of insurance and review contracts for insurance requirements
• Experience with budget tracking, invoice reconciliation, and purchase order processing
• Strong organizational skills with the ability to manage multiple concurrent deadlines and priorities
• Excellent written and verbal communication skills; comfortable interacting with brokers, carriers, and internal stakeholders at all levels
• Proficiency in Microsoft Office Suite, particularly Excel; experience with data reporting and basic analytics

Responsibilities

• Support placement, renewal, and administration of corporate insurance programs (property, liability, D&O, E&O, cyber, workers’ compensation).
• Maintain policy inventory, renewal calendars, and exposure schedules; benchmark coverage against peers.
• Coordinate with TPAs, adjusters, and carriers on claims; track open claims and prepare reports.
• Maintain RMIS data and generate analytics for renewals and executive reporting.
• Issue certificates of insurance and review contracts for compliance.
• Monitor the department budget, process purchase orders, and reconcile invoices.
• Prepare program summaries and renewal presentations; respond to cross-functional inquiries.

Benefits

• At PayPal, we’re committed to building an equitable and inclusive global economy.
• That’s why we offer comprehensive, choice-based programs, to support all aspects of personal wellbeing—physical, emotional, and financial—delivering meaningful value where it matters most.
• We strive to create a flexible, balanced work culture with a holistic approach to benefits, including generous paid time off, healthcare coverage for you and your family, and resources to create financial security and support your mental health.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level