Associate Program Analyst Jobs in Chicago, IL (NOW HIRING)

Chicago, 123 N Wacker Dr, Chicago, Illinois, United States of America

Posted Tuesday, March 3, 2026 at 8:00 PM | Expires Thursday, April 2, 2026 at 8:40 PM

Vantage Group Holdings Ltd. (Vantage) was established in late 2020 as a re/insurance partner designed for the future. Driven by relentless curiosity, our team of trusted experts provides a fresh perspective on our clients’ risks. We add creativity to tech-enabled efficiency and robust analytics to address risks others avoid. Vantage provides specialty re/insurance through its operating subsidiaries in Bermuda and the U.S.

Vantage has approximately 365 colleagues in both the United States and Bermuda. We have offices in Chicago, IL, Norwalk, CT, Arlington, VA, Boston, MA, New York, NY, Atlanta, GA and Hamilton, Bermuda. Additionally, we are a highly geographically diverse workforce with colleagues based in 35 states and counting. We fully support work flexibility including remote and hybrid work arrangements.

At Vantage, the Property Underwriting & Programs Analyst provides the technical and operational backbone for our property underwriting teams. You will support the health of our property programs by managing data flows, performing reviews, and building the reporting tools necessary to UW and track risk adequacy and portfolio concentration. This person will also support our product and portfolio manager in UA tasks for property submissions and delegated underwriting authority referrals. This role reports to our VP, Product Underwriting - Property and is a remote opportunity for the appropriate candidate.

The base salary expectation for this role is between $80,000 and $100,000. The actual base salary and title for the selected candidate may be higher, commensurate with the candidate's experience and expectations. Additionally, Vantage offers its colleagues performance-based bonus potential, strong health & welfare benefits, retirement plans with company match, competitive time off plans, a highly flexible work environment, and much more.

• Property Underwriting: Support property underwriting needs in an Underwriting Analyst capacity, reviewing and underwriting property referrals, updating and reviewing guideline changes, and working with internal teams to build/improve referral process and analytics.
• Program Support: Coordinate the lifecycle of assigned property programs, assist with monthly premium estimates, prepare meeting materials, stakeholder follow-ups, and the Underwriting Financial Review process.
• Underwriting Analytics: Build new and maintain dashboards to help underwriters and program manager track production, quote-to-bind ratios, TIV concentrations, and CAT aggregation.
• Audit & Compliance: Prepare automated data extracts for regulatory filings and support bi-annual program audits as well as financial quarterly external audits for program partners.
• Operational Execution: Route program inquiries efficiently and conduct UAT for new product launches to ensure system logic aligns with underwriting standards. Perform regular internal review of program exposure data against guidelines to ensure compliance.

• Bachelor’s Degree preferred or equivalent professional experience.
• 1-3 years of Property Insurance experience in underwriting and/or product/program management support roles.
• Proficient in SQL or Snowflake for data extraction and expert-level Excel (Power Pivot/DAX) for program reporting.
• Practical experience building and troubleshooting dashboards in Power BI or Tableau.
• Proven ability to validate financial data and ensure alignment between underwriting standards and reporting.
• Ability to process and adapt to change in a rapid growth new-company environment. Vantage associates are expected to be curious, thrifty, and resourceful to manage through the unknowns of growing a specialty (re)insurance business from the ground up.

• Do What’s Right – be a force for good, for our customers, shareholders, colleagues, industry and communities.
• Be Relentlessly Curious – ask questions, listen to understand, challenge the status quo, look for ways to say YES, drive innovation, be opportunistic and disciplined.
• We’re Better Together – collaborate, be inclusive, supportive, respectful and humble, be a trusted partner internally and externally.
• Be Transparent – in who you are, what you think, and how you work, seek and provide alternative points of view, be true to yourself.
• Make A Difference – focus on impact, embrace technology, leverage data and analytics as critical assets, act intentionally to deliver on our mission.

Chicago, 123 N Wacker Dr, Chicago, Illinois, United States of America