Construction & Contractor Risk Specialization

At Heil & Heil, we don't just insure the construction industry; we speak its language. Our specialization in construction risk is led by a team with direct, hands-on experience in the trade. We understand that in construction, your insurance program is a tool—one that needs to be as precise and reliable as the equipment you use on-site.

From independent artisans to large-scale General Contractors, we provide the technical proficiency required to navigate the high-exposure landscape of modern construction. We build comprehensive programs tailored to the unique risks of:

  • General Contractors & Developers: Navigating complex project-specific policies and contractual risk transfers.

  • Mechanical & Systems Trades: Specialized coverage for HVAC, Plumbing, and Electrical contractors.

  • Exterior & Structural Professionals: Targeted risk management for Masonry, Roofing, and Landscaping operations.

  • Specialty Artisans: Technical advocacy for painters, flooring specialists, and interior finishers.

We look beyond the standard policy to identify the exposures that matter: contractual liability, completed operations, and workforce safety. Our goal is to build a risk management structure that protects your margins, your reputation, and your future.

Alex Romano AAI, CRIS

Vice President of Sales

847-733-2620

aromano@heilandheil.com

Alex focuses on providing risk management and insurance advocacy for the construction and real estate industries. His perspective is deeply informed by his roots; having grown up in the industry and worked in the field prior to his insurance career, he understands the unique operational and safety challenges that contractors and developers face every day.

Alex prioritizes long-term stewardship over individual transactions. He holds both the Construction Risk and Insurance Specialist (CRIS) and Accredited Adviser in Insurance (AAI) designations—credentials that reflect his commitment to providing a technical foundation for his clients and partners. He approaches every relationship as a partner in the boardroom who still understands the reality of the job site.

As part of a 140-year independent agency, Alex values the firm’s reputation for reliability and its commitment to being a constant resource for the Chicago area. He ensures his clients have a direct, responsive advocate in their corner who is focused on protecting their growth and their workforce for the long run.

A resident of Wilmette, Alex is deeply rooted in the local community. Outside of the office, he is a dedicated family man who enjoys exercising, following sports, and spending time with his wife, Brittany, their two children, AJ and Addie, and their dog, Riggins.

Anna Stark

Commercial Account Manager

847-733-2666

astark@heilandheil.com

Anna brings over a decade of experience and a deep commitment to service to her role as Commercial Account Manager. She serves as a vital advocate for her clients, providing the continuity and trust that only come with long-term partnership. Anna views insurance through the lens of stewardship, ensuring that every client receives the best possible coverage and a level of service that reflects the agency’s 140-year legacy.

When a client trusts Anna with their risk, her immediate goal is to provide peace of mind. She is dedicated to finding the most effective solutions for complex needs, always acting with the client’s best interests in mind. For Anna, the diverse aspects of the insurance industry offer a constant opportunity to solve problems and advocate for the businesses and families she serves.

Outside of the office, Anna is a passionate golfer who is always working toward her next hole-in-one. An avid traveler and reader, she enjoys exploring new places and perspectives, bringing the same curiosity and attention to detail to her personal life that she brings to her professional advocacy.