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Commercial insurance, especially workers’ compensation, is often treated like a commodity. It is seen as a static, rate-driven product similar to health insurance, where basic variables seem to determine the outcome. Workers’ compensation, however, works differently. It is shaped by how a business operates, how it manages safety, classifies payroll, handles claims, selects deductibles, and navigates state-specific regulations. When these variables are understood and optimized, workers’ compensation becomes far more than a cost of doing business. It becomes a strategic financial tool. According to Mark Sheedy, Owner and President of Associates Insurance Group, the key lies in education. This philosophy has fundamentally reshaped Associates Insurance Group’s identity from a traditional brokerage to a strategic advisory firm. Instead of simply quoting policies, the firm focuses on equipping business owners with the insight needed to make informed decisions. “Business owners are exceptionally capable decision-makers, and when they are equipped with the right knowledge, they make excellent choices. What they often lack is not expertise, but access to information,” says Sheedy. Each week, Associates Insurance Group conducts outreach calls not to sell, but to educate business owners on where their money is being lost and to uncover strategies they may never have been offered. The firm approaches workers’ compensation and commercial insurance as strategic levers of business design, deeply connected to operations, financial planning, and long-term growth. ... Read More
With that truth, Gregory Gerontes, president of Hecht-Stout Insurance Agency (HSIA), defines a firm shaped by more than six decades of real-world experience. While the industry moves toward AI tools and automated platforms, HSIA remains focused on a human-led risk management partnership rather than a transaction. Clients speak directly with a professional who listens carefully, understands the intent behind their questions and uses real-world judgment to guide complex coverage decisions. That combination of time, experience and human insight allows HSIA to understand what a client is truly trying to resolve. As an independent agency, HSIA uses multi-carrier flexibility to design coverage that reflects how a business actually operates. Free from the limits of a single insurer, the team aligns price with protection, closing critical gaps without adding coverage a client does not need. This approach creates a strategic defense that surfaces problems early, protects cash flow and gives owners clarity no algorithm can provide. As commercial property, liability and umbrella markets tighten across the U.S., HSIA’s judgment-first approach helps business owners see how risk emerges in daily operations rather than policy language. The team tracks shifts in areas such as premises liability in retail and multi-tenant settings while also identifying exposures that build quietly inside a business, including workers’ compensation incidents and operational interruptions that can stall cash flow without warning. “You have to be a good listener,” says Gerontes. “When a client raises a concern, whether they're a seasoned business owner or a first-time homeowner, the phrasing may not point directly to the real issue. Our job is to interpret the intent behind the question and guide them to what they are actually trying to resolve.” The depth of that counsel becomes cl ... Read More
In the insurance business, growth does not fail because agents lack ambition. It fails because customer acquisition becomes too expensive. Chasing volume without discipline inflates marketing spend, erodes margins, and turns expansion into a risky bet rather than a repeatable system. Richardson Marketing Group (RMG) was built around a cost-first approach. The fastest way to grow is to control what it costs to acquire a customer. Instead of prioritizing novelty or speed for its own sake, the firm helps insurance agents engineer predictable, efficient acquisition systems that consistently deliver qualified customers at a lower cost. For more than a decade, this focus on cost per acquisition has allowed agents to scale with confidence, growing faster through a more disciplined marketing approach. The architect of this approach is President and CEO Deryck Richardson. Long before RMG became established in the insurance marketing space, he was selling, coaching, and learning firsthand what separates theory from reality. While working in the insurance lead industry as a sales representative and manager, he saw how rising lead prices pushed agents into fragile business models, where a single missed close could erase profitability. “We didn’t start Richardson Marketing Group to sell more leads,” says Richardson. “We started it to solve the economic problem agents face. If the cost of acquiring a customer doesn’t work, nothing else matters.” ... Read More
Melora Copeland, Director of Insurance, Compass Group USA
Kelly Geary, National Practice Leader - Executive Risk & Cyber/Professional Services Claims & Coverage Leader, EPIC Insurance Brokers & Consultants
Christopher Monsour, Chief Actuary, CompScience
Stevi Siber-Sanderowitz, Senior Counsel; VP, Insurance/Litigation Analytics, SterlingRisk
Justin Bahorik, AVP Corporate Insurance & Risk, Safelite
Custom business insurance mitigates industry-specific risks through tailored coverage, enhancing protection, efficiency, and long-term business resilience.
Strategic business insurance services deliver customized coverage, comprehensive risk protection, and efficient claims management to support sustainable growth and resilience.
The Advisory Future of Insurance
Our cover story features Associates Insurance Group, recognized as Top Custom Business Insurance Service 2026, for repositioning workers’ compensation as a strategic financial lever rather than a commodity expense. Under Mark Sheedy’s leadership, the firm has built an education-led advisory model that integrates policy design, payroll classification, deductible structuring, and proactive claims coordination. Its in-house nurse-led claims division and active audit participation demonstrate how early advocacy and operational alignment directly influence loss outcomes and long-term cost control.
We also honor Hecht-Stout Insurance Agency, Top Business Insurance Service 2026, for its judgment-driven, human-centered approach in tightening commercial markets. Gregory Gerontes’ emphasis on multi-carrier flexibility and practical interpretation of coverage underscores the enduring value of experience in complex liability environments.
Complementing this, Richardson Marketing Group, Top Insurance Lead Generation Service 2026, advances a cost-per-acquisition model that restores economic clarity and scalability to insurance distribution.
In actuarial leadership, Christopher Monsour, Chief Actuary at CompScience, recognized among the Top Chief Actuaries 2026, exemplifies the integration of predictive analytics, computer vision, and underwriting insight to strengthen risk control and pricing discipline.
Leadership perspectives further enrich this issue. Kelley Shapiro of Lightstone examines property insurance volatility and reinsurance capacity constraints, while Michele Adams of Walmart reframes claims management as a technically dynamic and advocacy-driven profession.
A consistent theme runs throughout this issue. Disciplined execution, strategic rigor, data-informed decision-making, and experienced judgment define the next phase of insurance leadership. These insights establish a disciplined approach to strengthening risk architecture amid tightening markets and rising loss severity.