Job Description

Who We Are

At HeartLand, our roots run deep - in the landscapes we care for and the partnerships we build. Since our founding in 2016, we've grown by acquiring and empowering exceptional local landscape companies, each bringing unique talent, history, and heart.
Together, we've built a national family of brands committed to a shared purpose: Delivering the ordinary in extraordinary ways through investing in people, preserving legacies, and scaling success. Today, with operations across 26+ states and counting, HeartLand is one of the fastest-growing and most trusted names in the green industry - a national employer redefining how great people power great businesses.

What You'll Do

As HeartLand's Liability Claims & Risk Specialist, you'll play a critical role in how we manage risk, resolve claims, and protect our people, assets, and reputation. This hands-on role blends analytical thinking, collaboration, and strategic problem-solving to drive better-than-expected outcomes on all General Liability (GL) and Auto Liability (AL) claims while supporting broader insurance and risk management programs across our family of operating companies.
You'll collaborate closely with operations, brokers, carriers, and TPAs to ensure every claim is handled efficiently, transparently, and in HeartLand's best interest. You'll also strengthen our contractual and risk transfer practices, improve data visibility, and build scalable systems that enable proactive risk management. The role focuses on the following areas:
Claims Management & Oversight
Manage all aspects of General Liability (GL) and Auto Liability (AL) claims from intake through resolution, with an eye toward cost containment and fair outcomes. Serve as the primary contact for new and legacy claims, ensuring continuity, accountability, and timely follow-up. Engage field operations, brokers, carriers, and TPAs to develop claim strategies, confirm reserves, and monitor exposure. Coordinate early response to serious incidents, including communication and legal engagement when appropriate. Monitor legacy claims to ensure timely movement and closure opportunities. Review and approve settlement recommendations within established authority limits. Partner with Safety and Operations to provide feedback that drives future prevention and training efforts. Maintain complete and accurate claim documentation and participate in quarterly performance reviews with TPAs and defense counsel.
Risk Program & Insurance Coordination
Support execution and administration of the corporate insurance program, including data collection, property schedules, and renewal preparation. Collaborate with brokers and carriers to manage coverage, policy terms, and renewals. Ensure data accuracy and responsiveness to underwriting and audit requests.
Contract & Compliance Review
Review customer and subcontractor contracts to confirm appropriate risk transfer and insurance compliance. Assist in developing insurance requirements, contract templates, and best practice guides. Educate operating companies on contractual risk and insurance compliance.

What You Bring

Required:
8+ years of experience managing liability and/or auto claims in a corporate, broker, carrier, or TPA environment Working knowledge of insurance coverage, claims processes, and legal coordination Experience reviewing contracts and insurance requirements Strong organizational, analytical, and communication skills Proficiency in claims systems, Microsoft Excel, and data reporting tools Ability to build trust and influence across a multi-entity business structure
Preferred:
Bachelor's degree in Risk Management, Business, or a related field Experience with property schedules, COI tracking, and risk data analytics Exposure to service industry or multi-site operations Familiarity with AI or automation tools for claims analysis and reporting
Your Mindset:
Collaborative: Builds trust and alignment with field operations, brokers, and carriers. Accountable: Owns outcomes and follows through on every claim. Analytical: Uses data and evidence to inform decisions and recommendations. Adaptable: Thrives in a fast-paced, high-growth environment. * Service-Oriented: Approaches problem-solving with an enterprise mindset and customer-first attitude.