Underinsurance: The Silent RIsk

Subcontractor underinsurance creates hidden liability gaps, but AI-powered compliance platforms can detect and resolve them before claims surface.

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A subcontractor's certificate of insurance (COI) looks perfect on paper. Coverage boxes checked. Dates aligned. Everything appears in order—until an exclusion buried deep in the policy triggers a gap that sends liability straight back to the hiring company.

That moment—when "covered" becomes "exposed"—is when most organizations discover underinsurance. And it's happening more often than ever.

Underinsurance isn't just about a business lacking its own protection. It's increasingly about underinsured partners, vendors and suppliers, whose coverage gaps ripple outward, creating systemic exposure for the organizations that rely on them. Rising premiums, budget pressure, and dense policy language only accelerate this quiet threat.

Why Underinsurance Keeps Growing

Economic strain remains a top driver. Smaller businesses often choose insurance based on affordability rather than adequacy, selecting policies that look good on the cost column but leave dangerous gaps in protection. Most policyholders aren't insurance experts, and the buying process rarely offers the clarity needed to make informed choices.

Studies show 75% of small businesses are underinsured, and over 70% don't fully understand what their policies cover. That confusion leaves them—and by extension, their partners—exposed when contracts or project scopes evolve.

For larger organizations, this creates a blind spot. Contract clauses may spell out required limits and endorsements, but without consistent verification, those requirements often amount to little more than words on paper.

The Burden of Manual Compliance

Traditionally, insurance verification has been a marathon of manual work. COIs arrive via email. Someone checks dates, endorsements and entity names. Renewals are tracked in spreadsheets. Exceptions pile up.

Each step is a chance for error—a mismatched name, a missing endorsement, an expired limit quietly lingering in a file until a claim brings it to light.

Outsourced or "concierge" models were once the best path to confidence in compliance. They brought expertise, structure and relief at a time when most companies lacked the internal bandwidth or knowledge to manage insurance risk effectively. Over time, limitations for those models became clear. While they eased some of the pressure, they often shifted the burden rather than eliminating it. Companies still managed follow-ups, vendors still juggled multiple points of contact and compliance teams remained buried in inbox chaos, performing invisible work that rarely got easier over time.

Manual processes move at human speed. Risk, unfortunately, doesn't.

The AI Advantage

For decades, COI tracking lived in the administrative shadows—slow, repetitive, and error-prone. Even outsourced solutions often relied on teams of people manually reviewing documents.

AI changes that.

Modern AI-powered compliance platforms act as the expert partner compliance teams have always needed. Instead of flagging a problem for human review, AI can instantly read, interpret and validate insurance documents—line by line—against contract requirements.

It determines whether a COI is compliant, identifies missing endorsements and delivers clear, real-time next-step guidance to subcontractors. That means projects don't stall waiting on paperwork. Compliance teams don't spend hours in reactive review mode. And risk management finally keeps pace with the business.

Here's how AI enhances every step of the process:

  • Real-time validation of COIs and endorsements—no bottlenecks, no backlog
  • Automatic interpretation of policy language, turning "legalese" into plain language for easy action
  • Instant feedback to subcontractors so gaps close faster
  • Predictive insights that identify trends before they trigger losses

By replacing manual review with AI precision, organizations gain consistency, accuracy and speed while freeing compliance pros to focus on higher-value strategy and vendor relationships.

The result isn't just efficiency. It's resilience.

Practical Benefits for Organizations

Companies using AI-enabled compliance are already seeing measurable results:

  • Audit-ready, always: Compliance data stays up to date year-round, not just during renewal season
  • Clarity across teams: Everyone—from procurement to project managers—understands where coverage stands
  • Cost and time savings: AI delivers expert-level oversight without expanding staff or outsourcing
  • Stronger risk posture: Continuous monitoring identifies and resolves issues before they escalate

These are not incremental improvements—they're structural shifts in how organizations protect themselves.

Lessons From the Field

In high-risk industries like construction, underinsurance doesn't show up as a shock—it shows up as a pattern: policies purchased on price rather than protection, COIs reviewed too quickly to catch critical endorsements and renewals missed amid competing priorities

Each of these oversights can create costly liability not only for the subcontractor but also for the hiring organization.

Technology-driven COI tracking isn't a luxury any more. It's a necessary safeguard in an environment where liability risks evolve daily.

A Call to Action: From Reactive to Proactive

Underinsurance isn't a minor oversight. It's a systemic risk that demands proactive attention.

The organizations best equipped to handle it are those that frame compliance as a strategic safeguard, not an administrative task.

AI doesn't replace professional judgment. It empowers it. By surfacing key details, simplifying communication and enforcing consistency, AI gives compliance leaders the guardrails they need to protect every project, every time.

Closing the underinsurance gap isn't just about avoiding claims. It's about building stronger partnerships, protecting revenue and moving forward with fearless confidence.


Kristen Nunery

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Kristen Nunery

Kristen Nunery is the CEO of illumend, an AI-powered insurance compliance platform backed by myCOI. 

After experiencing firsthand how devastating underinsurance can be, she spent 15 years building myCOI, a third-party insurance compliance manager. With illumend, she’s leveraging AI to modernize complex, reactive processes.

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