Director of Enterprise/Hybrid/South Suburbs of Chicago
Listed on 2026-07-04
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IT/Tech
IT Project Manager, Cloud Computing: Infrastructure & Operations
Location: Bedford Park
A leading insurance organization based in the south suburbs of Chicago is seeking a full-time Director of Enterprise Applications to lead the strategy and delivery of its core business systems. This role will oversee a complex ecosystem including policy administration, claims, billing, integrations, and reporting platforms, with a strong focus on cloud technologies, AI-driven capabilities, and modern architecture practices.
They require you to go into the office Tues-Thurs. This is a high-impact leadership opportunity for someone who wants to shape the future of enterprise technology within a regulated, operationally complex environment. The organization is investing heavily in AI, automation, and digital transformation, and needs a leader who can bridge business strategy with technology execution.
You’ll influence enterprise-wide decisions, lead modernization initiatives, and build a forward-looking applications ecosystem that drives measurable business value.
Required Skills & Experience- 10+ years of IT leadership experience
- 5+ years leading enterprise applications teams in insurance or financial services
- Experience managing policy, claims, or billing platforms
- Strong background in enterprise systems integration and APIs
- Proven experience with digital transformation and modernization initiatives
- Experience with AI, automation, or advanced analytics initiatives
- Vendor management and SaaS platform oversight
- Experience leading large-scale platform implementations or migrations
- Knowledge of insurance regulatory environments (NAIC, compliance frameworks)
- Familiarity with Azure, AWS, or cloud-native architectures
- Background in Agile, Dev Ops, or CI/CD practices
- Exposure to enterprise architecture frameworks or governance models
- 40% Cloud & SaaS Platforms (Azure/AWS)
- 30% Enterprise Applications (Policy, Claims, Billing)
- 20% AI & Automation Tools
- 10% Integration & APIs
- 40% Leadership & Strategy
- 30% Project & Program Oversight
- 20% Cross-Functional Collaboration
- 10% Hands-On Technical Guidance
Bonus eligible
You will receive the following benefits:
- Medical, Dental, and Vision Insurance
- Vacation Time
- Stock Options
Applicants must be currently authorized to work in the US on a full-time basis now and in the future.
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