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What Should I Expect in My First 90 Days as an Agent?

April 14th, 2026

2 min read

By Warren Cleveland

hero: What Should I Expect in My First 90 Days as an Agent?
What Should I Expect in My First 90 Days as an Agent?
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What Does the Onboarding Process Look Like for Me as a New Agent? What Should I Expect in the First 30 to 90 Days?

The goal of the first 30 to 90 days is simple. You leave knowing enough to start the conversation confidently. Not to be a captive expert. Not to present a full 101 on your own. Just to open the door with the right client and know who to call when you need backup.

Here's how that actually unfolds.

When you join, you get immediate access to the resource library. The 30-day Quick Start guide is where most agents begin. It walks you through what captives are, how they work, who qualifies, and how to spot the right opportunity in your existing book. You can take everything in that library and put your own logo on it. Hand it to a client, share it with a prospect, use it as a talking point in your next meeting. These aren't generic industry resources. They're built specifically for the conversations you're going to be having.

From there, the monthly training sessions are your primary ongoing education. Three separate presentations, each month. What is captive insurance. Pros and cons. Claims, including how the AB model works versus a quota share. These sessions run regularly and they're designed to get you from curious to confident faster than anything you'd try to figure out on your own. If you sit through two or three of these, you'll know more than most agents who have been around captives for years.

Inside the first 30 days, the expectation isn't that you've submitted a client. It's that you've identified the two or three accounts in your book that might be worth a conversation. Use the pricing calculator with those accounts. Run the numbers. See what they've been leaving on the table. That's usually what turns curiosity into action.

Inside 90 days, the agents who move fastest are the ones who submit something. You don't have to know everything before you send us an account. You just have to bring us the basics and let us tell you what we see. We walk through every submission with you. We explain what we're looking for, why, and what the numbers mean. That's on-the-job training that no classroom replicates.

The agents who come in and try to master everything before they talk to a client are the ones who stay in learning mode for a year. The ones who come in, get enough to start the conversation, and bring us an account early are the ones who look back at 90 days and wonder why they waited so long.

Get in. Learn enough. Bring us something. We'll take it from there.

It's always your client. Never ours.

 

Warren Cleveland

Warren Cleveland launched Captive Coalition after firsthand experience as an independent agency owner revealed a major gap in the market: agents lacked access to the knowledge and resources needed to compete with large brokerages offering captive insurance solutions. Warren brings over a decade of insurance leadership—including as President of ReNu Insurance Group—and a career that spans aviation, real estate, and commercial insurance. His mission is to ensure agents stay in control, keep their best clients, and confidently lead with captives. Warren Cleveland, ACI, CIC, AAI