Senior Strategy Specialist

Senior Strategy Specialist (Strategy & Innovation)

HDI Global Insurance Company is a commercial property and casualty insurer headquartered in Chicago, IL. We are a wholly owned subsidiary of HDI Global SE, which manages the industrial lines division of the Talanx Group. Our broad and flexible portfolio of products and services, combined with our international network of local insurers in more than 150 countries, enables us to deliver a wide range of domestic and global insurance solutions for U.S.

-based multinational companies.

We are hiring a Senior Strategy Specialist to join our Strategy & Innovation team in Chicago. This role is a senior individual contributor position designed for a strategic subject‑matter expert who thrives in complex problem‑solving environments and can independently drive high‑impact strategic initiatives across the organization.

The successful candidate will bring strong analytical rigor, structured thinking, and executive‑level communication skills, along with the ability to translate strategy into actionable, measurable outcomes. This role requires a high degree of autonomy, intellectual curiosity, and the ability to partner effectively with senior stakeholders across the business.

• Independently structure complex analyses, frame strategic problem statements, and develop data‑driven, root‑cause solutions
• Design and steer executive‑level strategy meetings and workshops, structuring agendas, framing key questions, synthesizing inputs in real time, and driving clear decisions and next steps
• Develop and support enterprise‑level strategic plans, recommendations, and business cases aligned with organizational priorities
• Lead discrete strategic initiatives and work streams end‑to‑end, managing timelines, deliverables, and change‑management considerations with limited supervision
• Drive strategy execution from concept development through proof‑of‑concept testing and pilot implementation, in close collaboration with cross‑functional partners
• Build robust financial models and scenario analyses to support strategic decision‑making and investment prioritization
• Conduct in‑depth market, industry, and competitive research to identify trends, risks, and growth opportunities, synthesizing qualitative and quantitative insights
• Evaluate the financial and strategic attractiveness of new business models, market entry opportunities, and strategic investments
• Contribute to the clear communication of HDI’s strategy to senior management and key stakeholders, ensuring alignment and shared understanding across the organization
• Serve as a trusted strategic advisor and subject‑matter expert to internal partners on strategy, transformation, and innovation topics

• Corporate strategy and business model evolution
• Growth strategy development and market entry analysis
• Business development and strategic proposal support
• Mergers & Acquisitions (M&A) evaluation and post‑merger integration support
• Organizational transformation and restructuring initiatives
• Digital strategy, innovation, and technology‑enabled transformation
• Development and refinement of strategic frameworks, tools, and methodologies

• Bachelor’s degree in business, economics, finance, engineering, or a related field
• Master’s degree (MBA or equivalent) preferred
• 5+ years of relevant experience in management consulting, corporate strategy, corporate development, business development, or related strategic roles
• Demonstrated ability to operate as a senior individual contributor with minimal oversight
• Strong strategic thinking skills with a track record of translating insights into actionable recommendations
• Advanced analytical, diagnostic, and problem‑solving capabilities with a pragmatic execution mindset
• High level of persistence, ownership, and adaptability in driving complex initiatives to completion
• Excellent written and verbal communication skills, including executive‑level presentations
• Proficiency in financial modeling, data analysis, and scenario planning
• Strong project management and stakeholder management capabilities
• Advanced proficiency in Microsoft Excel, PowerPoint, and related…