Top Tech Jobs & Startup Jobs in Chicago, IL

Reposted 9 Days AgoSaved
In-Office or Remote
United States
Entry level
Entry level
Fintech • Insurance
The Loss Investigation Specialist conducts investigations of claims, prepares reports, and provides documentation while ensuring compliance with regulations and service standards.
Top Skills: CameraComputerInternetOffice Technology
Reposted 9 Days AgoSaved
Remote or Hybrid
United States
Senior level
Senior level
Fintech • Insurance
The National General Adjuster resolves complex commercial property losses by investigating damages, negotiating loss adjustments, and presenting evidence in legal proceedings. Responsibilities include managing claims, mentoring staff, preparing reports, and acquiring client relationships.
Top Skills: Basic Computer Knowledge
Reposted 9 Days AgoSaved
Remote or Hybrid
United States
500K-500K Annually
Expert/Leader
500K-500K Annually
Expert/Leader
Fintech • Insurance
The Executive General Adjuster resolves complex commercial property losses, negotiates adjustments, manages national accounts, presents evidence, and supports branch operations.
Reposted 11 Days AgoSaved
Remote or Hybrid
United States
Senior level
Senior level
Fintech • Insurance
Lead risk and internal control initiatives, partner with auditors, enhance financial reporting integrity, drive process improvements, and perform audits.
Top Skills: AIData AnalyticsErp ApplicationsExcelSarbanes-OxleySocSox
12 Days AgoSaved
Remote or Hybrid
United States
Senior level
Senior level
Fintech • Insurance
Investigate, evaluate, and settle complex Defense Base Act and workers' compensation claims independently. Determine coverage and liability, set reserves, authorize payments, coordinate appraisals, develop subrogation, support litigation with counsel, prepare reports for clients/carriers, and mentor/train new hires.
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17 Days AgoSaved
In-Office or Remote
United States
Senior level
Senior level
Fintech • Insurance
Lead organization-wide quality strategy by embedding shift-left testing, TDD/BDD, and AI-driven validation into CI/CD. Define V&V standards for AI outputs, build automated validation gates and human-in-the-loop checkpoints, evaluate AI developer tools, coach teams, and partner with product to ensure testable acceptance criteria and requirements readiness.
Top Skills: Ai-Assisted DevelopmentAi/MlAWSBddC#Ci/CdJavaNode.jsPrompt EngineeringPythonTdd
18 Days AgoSaved
Remote or Hybrid
2 Locations
Senior level
Senior level
Fintech • Insurance
Investigate and settle complex liability claims with minimal supervision: review coverage, determine liability and compensability, secure information, arrange appraisals, set reserves, authorize payments within authority, develop subrogation, coordinate litigation with counsel, prepare reports, and mentor/train staff.
18 Days AgoSaved
In-Office or Remote
United States
Senior level
Senior level
Fintech • Insurance
Lead and grow large loss-adjusting client accounts by managing service delivery, renewals, billing, and cross-functional teams. Drive upsell sales, prepare proposals, analyze loss trends, produce client reporting and benchmarking, train staff, and ensure data integrity in internal systems.
Top Skills: ExcelMiller HeimanSalesforce
19 Days AgoSaved
Remote or Hybrid
United States
Senior level
Senior level
Fintech • Insurance
Investigate and settle complex workers' compensation claims with minimal supervision. Determine coverage, liability, and compensability; manage investigations, appraisals, reserves, payments, and subrogation; coordinate litigation strategy with legal counsel; prepare client and management reports; mentor and train new hires.
Reposted 21 Days AgoSaved
In-Office or Remote
2 Locations
Senior level
Senior level
Fintech • Insurance
Manage complex liability claims end-to-end: investigate coverage and liability, set reserves, authorize payments, coordinate litigation and subrogation, prepare reports, and mentor junior staff.
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