Executive Underwriter, WC and Admitted Casualty (Chicago)

Executive Underwriter, WC and Admitted Casualty

About HDI Global Insurance Company
HDI Global Insurance Company is a commercial property and casualty insurer headquartered in Chicago, IL. As a wholly owned subsidiary of HDI Global SE, we manage the industrial lines division of the Talanx Group. Our extensive portfolio of products and services, combined with an international network of local insurers, enables us to offer comprehensive domestic and global insurance solutions for U.S.-based multinational companies.

With Xcelerate29, HDI is shaping its future by becoming a Trusted Global Player , achieving Next-level Excellence , and building a Forward-thinking Organisation . This direction helps HDI Global lead the profitable growth game as a globally connected business, raise the bar every day through stronger underwriting, claims, and investment performance, and win tomorrow by starting today with a lean, fast, resilient, and future-ready organisation. Together, these priorities support profitable growth, sustainable profitability, global consistency, digital transformation, AI acceleration, smart cost leadership, and stronger collaboration across teams and markets. They also reflect our focus on being a workplace of choice by building a future-ready workforce where people learn, grow, adapt to technology change, and contribute to long-term success.

Position Overview
We are seeking an Executive Underwriter – WC and Admitted Casualty to help build and grow our admitted primary casualty business unit. This role is responsible for underwriting and managing a multi-line portfolio of primary casualty business – including General Liability, Auto Liability, and Workers’ Compensation – on both guaranteed cost and loss sensitive structures. The successful candidate will leverage established broker relationships to generate new business, manage and grow an existing portfolio, and partner cross-functionally with other business units to drive cross-sell opportunities. This is a dynamic, build-mode environment that rewards self-motivation, sound technical judgment, and a builder’s mindset.

Key Responsibilities:

• Underwriting & Risk Evaluation
  • Independently underwrite and price multi-line primary casualty risks, including General Liability, Auto Liability, and Workers’ Compensation, on both guaranteed cost and loss sensitive structures.
  • Evaluate exposures, loss history, contractual risk transfer, fleet and operational characteristics, and jurisdictional severity trends to develop sound pricing and structure.
  • Structure appropriate attachment points, retentions, and limit deployment in alignment with portfolio strategy, underwriting guidelines, and treaty parameters.
  • Document underwriting rationale for non-standard structures, rate deviations, and authority exceptions.
• New Business Development & Broker Engagement
  • Leverage established broker relationships to generate a consistent pipeline of new business opportunities aligned with the admitted casualty appetite.
  • Serve as the primary underwriting contact for assigned broker partners; negotiate pricing, structure, and terms while maintaining underwriting integrity.
  • Participate in broker stewardship meetings, marketing travel, and market-facing events to expand HDI’s presence in the admitted casualty space.
  • Provide brokers with technical guidance on appetite, coverage positioning, and risk structuring.
• Manage an assigned book of primary casualty business to achieve target loss ratio, rate adequacy, renewal retention, and net limit deployment objectives.
• Monitor exposure shifts at renewal (new operations, geography, payroll/revenue growth, fleet expansion) and adjust pricing and structure accordingly.
• Identify underperforming accounts and execute corrective underwriting actions.
• Contribute to quarterly portfolio analytics, performance reporting, and growth planning for the business unit.
• Cross-Sell & Cross-Functional Collaboration
  • Partner with other HDI business units to identify and execute cross-sell opportunities on shared accounts.
  • Collaborate with Claims, Actuarial, Loss Control, and Operations to deliver integrated solutions to brokers and insureds.
  • Support treaty reporting and reinsurance information requests.
• Business Unit Development
  • Contribute to the build-out of the admitted casualty business unit, including appetite refinement, workflow design, underwriting guidelines, and best practices.
  • Mentor junior underwriters and underwriting assistants; provide management coverage and leadership as the unit grows.
  • Participate in strategic planning initiatives for the casualty division.

Qualifications and Experience:

• Bachelor’s degree or equivalent industry experience.
• 7+ years of underwriting experience in the primary casualty space.
• Demonstrated experience underwriting multi-line primary casualty (GL, Auto, Workers’ Compensation) on both guaranteed cost and loss sensitive programs.
• Strong existing broker relationships in the admitted casualty market with a proven ability to generate new business.
• Proven track record of managing profitability within defined underwriting authority.
• Excellent negotiation, communication, and broker management skills.
• Self-motivated and comfortable operating in a dynamic, build-mode environment with limited structure.

• History of people management or team lead experience.
• CPCU, ARM, AU, or similar professional designation.
• Experience operating within a reinsurance/treaty framework.
• Experience supporting cross-sell initiatives across multiple commercial lines.

Core Competencies:

• Advanced risk assessment
• Negotiation strength
• Leadership and mentoring

Performance Indicators:

• Achievement of premium targets
• Loss ratio performance within assigned book
• Rate and premium change achievement
• Retention ratio
• Portfolio quality and exposure integrity

Compensation and Benefits:

Base salary range for this position is $200,000–$240,000 plus eligibility for a performance-based annual bonus. Actual compensation will be based on experience, education, and geographic location.

We offer a competitive benefits package, including: 401(k) with company match, Paid Time Off, Sick Leave, Medical, Health Reimbursement Arrangement (HRA), Telemedicine, Wellness Program, Employee Assistance Program (EAP), Dental, Vision, Accident & Critical Illness Insurance, Flexible Spending Account (FSA), Dependent Care FSA, Group and Voluntary Life Insurance, Short- and Long-Term Disability, Pet Insurance, Transit and Parking benefits.

Additional Information:

• HDI Global Insurance Company is an Equal Opportunity Employer. We consider applicants without regard to race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation.
• Applicants must be legally authorized to work in the United States.
• Recruitment Agencies: All resumes submitted without prior HR authorization will be considered unsolicited.

HDI Global Insurance Company participates in E-Verify.

Employment is contingent upon successful completion of a background check and drug screen. Testing will be conducted in compliance with applicable state and local laws.