What Kind of Risk Manager Are You? The “Get It Done” Type or Captain Compliance?

September 3, 2025
Don Halliwell

Every risk manager approaches the job differently. Some live for the details—analyzing coverage limits, flagging every endorsement, and ensuring nothing slips through the cracks. Others just want the headache off their desk so they can get back to their real work.

Neither is wrong. Both are valid. But the pains, goals, and solutions look very different.

So here’s the question: what kind of risk manager are you?

The “Get It Done” Risk Manager

Day in the Life

It’s 3:30 PM. You’re finalizing payroll, checking invoices, and prepping tomorrow’s budget meeting. Then your inbox dings:

“Please upload an updated certificate of insurance.”

Now you’re off to the races. Chasing a vendor, downloading a PDF, scanning for expiration dates, forwarding it to the broker because something looks wrong. By the time you get back to payroll, you’ve lost 45 minutes—and your focus.

For the Get It Done type, COIs aren’t the job. They’re the interruption.

Core Pains

  • Distraction: Every vendor email drags you off high-value work.

  • Time sink: Dozens—or hundreds—of vendors mean weeks of lost productivity every year.

  • Fear of error: You’re not an insurance expert, but if something gets missed, the liability is still yours.

What You Value

  • Simplicity.

  • Time savings.

  • Peace of mind that the work is being handled correctly.

Ideal Solution

Automation to clear the clutter. And, if you had your way, a managed service to take the whole process off your plate. You don’t need to master compliance—you just need to know you’re covered.

Captain Compliance

Day in the Life

You’re reviewing contracts for a big new vendor. Their COI is missing Additional Insured language, so you fire off a request for clarification. At the same time, you’re preparing next week’s risk committee update. Leadership will ask: “What’s our current compliance rate?”

The problem? Your data is scattered across inboxes, PDFs, and spreadsheets. You’ll spend hours consolidating it before you can present a confident answer.

For Captain Compliance, the pain isn’t that COIs take time—it’s that the systems make real risk management impossible.

Core Pains

  • Non-compliance chaos: 70% of COIs contain errors or gaps. Every one is a liability landmine.

  • Operational drag: Renewal season turns into Groundhog Day—weeks lost to chasing paperwork.

  • Visibility black holes: You can’t answer simple compliance questions without hours of prep.

What You Value

  • Accuracy.

  • Control.

  • Credibility with leadership and the board.

Ideal Solution

A platform that automates intake, validates certificates, and surfaces real-time dashboards. You want visibility and confidence—tools that let you stand in front of executives and say, “Yes, we’re covered.”

The Hybrid Reality

Here’s the truth: most organizations—and most risk professionals—are a bit of both.

  • In renewal season, even the most detail-obsessed Captain Compliance feels like the Get It Done type.

  • In audit season, even the most overwhelmed finance manager wants the confidence and visibility of a Captain Compliance.

Think of it as a sliding scale, not a strict binary. The same person may swing between both roles depending on the week, the workload, or the stakes.

That’s why the solution has to flex. You need tools and services that support both personas at once.

What “Good” Looks Like for Both Types

For the Get It Done Type

  • Vendors upload directly—no chasing attachments.

  • Automated reminders keep renewals on track.

  • With TrustLayer+, a managed services team handles vendor outreach, broker follow-ups, and exceptions. You just see “compliant” or “not compliant.”

For Captain Compliance

  • Every COI is ingested and validated automatically.

  • Exceptions are flagged instantly, so expertise is applied where it matters.

  • Real-time dashboards give instant compliance visibility by vendor, project, or geography.

  • With TrustLayer+, insurance professionals handle the gray areas, so nothing slips through.

Why Large and Small Teams Both Care

This isn’t just about headcount.

  • For small teams, COIs are an outsized distraction. Offloading them creates breathing room.

  • For large teams, COIs represent an enormous opportunity cost. Freeing analysts from clerical work gives them time to actually practice risk management.

That’s why even enterprise risk departments are investing in managed services. Because whether you’re a three-person finance shop or a 30-person risk division, the math is the same: your time is too valuable to waste on COIs.

The TrustLayer Difference

TrustLayer is built to serve both sides of the spectrum.

  • For Get It Done operators, the platform automates the noise, and TrustLayer+ makes the entire process vanish from their to-do list.

  • For Captain Compliance, the platform delivers the detail, accuracy, and visibility they need to lead confidently.

It’s not an either/or. It’s a toolkit that flexes to the way you work.

Which One Are You?

So—what kind of risk manager are you?

  • The Get It Done type, who just wants COIs off their plate so they can focus on the real work?

  • Captain Compliance, who cares deeply about accuracy, credibility, and protecting the organization from hidden exposures?

  • Or maybe you’re the hybrid—the person who flexes between both, depending on the season.

Whatever your answer, one truth is universal: the old way of managing COIs doesn’t work. Manual reviews, endless email chains, and scattered spreadsheets burn time, money, and energy you can’t afford to lose.

TrustLayer automates the process. And with TrustLayer+, we take it off your plate entirely.

Ready to find out which type you are—and see how TrustLayer supports both? Let’s talk.

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