Get Your Hire On: The Hiring Strategies Insurance Agency Owners Actually Need

By Craig Pretzinger & Jason Feltman6 min read

Hosts of The Insurance Dudes Podcast — 1,000+ episodes helping insurance agents build elite agencies

The Insurance Dudes Files — Craig Pretzinger and Jason Feltman

There's a version of your agency that runs without you being in every conversation, covering every gap, and personally babysitting every producer who underperforms. Getting there isn't about working harder. It's about hiring right, and most agency owners have never actually built a hiring system. They've just reacted to vacancy and hoped for the best.

Why Reactive Hiring Destroys Agencies

Here's the pattern I've watched play out more times than I can count. An agency owner finally gets fed up being the last one out the door every night. They post a job on Indeed in a fit of frustration. They interview three people over the next two weeks. They hire the one who seemed most enthusiastic. Six weeks later, that person is underperforming and the agency owner is wondering why they bothered.

The problem isn't the candidate. It's the process, or rather, the lack of one. Hiring from a position of desperation means you're selecting from a small, time-pressured pool and making decisions based on gut feel and schedule convenience. That's not recruiting. That's wishful thinking with a job listing attached.

Proactive hiring looks completely different. It means you're building a candidate pipeline before you need it. It means you've defined exactly what a successful hire looks like in your agency, specific behaviors, activity benchmarks, and cultural markers, before you ever sit down with someone. It means your hiring process has stages, and each stage is designed to give you better information, not just faster comfort.

The agencies that scale consistently are the ones where the owner treats hiring as an ongoing business function, not an emergency response. You should always have at least two or three candidates in your pipeline, even when you're fully staffed. Because the moment you lose someone, and you will lose someone, your fallback can't be panic.

Building a Hiring System That Doesn't Depend on Luck

The first element of a real hiring system is a clear candidate profile. Not a job description. A candidate profile. A job description tells applicants what they'll be doing. A candidate profile defines who you're actually looking for, the characteristics, background, and behavioral tendencies that predict success in your specific agency culture.

Most insurance agency job postings are interchangeable. They list "strong communication skills," "self-motivated," and "team player" as if those phrases mean anything. Your candidate profile should be specific enough that a real person reads it and immediately knows whether they fit, not because the requirements are intimidating, but because the description of success resonates with something true about who they are.

The second element is a multi-stage interview process. One interview is not a hiring process. It's a first date. You need at least three touchpoints before making an offer: an initial screening call to assess baseline communication and interest, a structured skills assessment or role-play to see how they handle real scenarios, and a final conversation that digs into values, motivation, and long-term fit. Each stage should have pre-defined evaluation criteria so you're comparing candidates on the same dimensions, not just comparing how much you liked each person.

The third element is a structured 90-day onboarding plan, defined before the hire starts. Most agency owners hand new hires a product binder and say "shadow me this week." That's not onboarding. Onboarding is a deliberate sequence of training, supervised practice, independent activity, and performance checkpoints. It answers the question every new hire secretly has: "What does success look like here and how do I know if I'm on track?"

Week one should focus on systems and culture, how the agency operates, what the tools are, and what the expectations look like. Weeks two and three should involve supervised selling and servicing, role-plays, live call shadows, and immediate feedback. Weeks four through twelve should involve progressively independent activity with weekly check-ins tied to specific metrics. By day 90, you should know whether you have a future star or a future problem, and you should have made that determination based on data, not feelings.

What This Means for Your Agency

The most immediate action you can take is to write your candidate profile for the next hire you'll need, even if you don't need anyone right now. Who specifically are you looking for? What does success look like in your agency at 30, 60, and 90 days? What behaviors would make you excited, and what behaviors would be dealbreakers? Write it out in full. This document becomes the foundation of your posting, your interview questions, and your onboarding benchmarks.

Next, build a simple candidate pipeline. This doesn't have to be complicated, a shared spreadsheet with names, contact info, source, and status is enough. The goal is to always have warm conversations happening, even when you're not in crisis mode. Let people know you're always interested in talking to great people. Ask your current producers for referrals. Build relationships with licensing course instructors. The best hires often come from ongoing relationships, not cold applications.

Finally, set your standards high and enforce them early. The biggest mistake agency owners make in the first 90 days is giving underperforming hires too much benefit of the doubt because they feel bad about letting someone go. If someone isn't hitting activity benchmarks by week six, that's a conversation you have at week six, not week sixteen when you're already emotionally and financially overextended. Speed to feedback protects both of you.

The Bottom Line

Hiring right is the highest-leverage skill an agency owner can develop. One great hire can transform your production. One bad hire can demoralize your whole team and cost you months of momentum. Stop treating it like an emergency response and start treating it like a core business system. Build the profile, build the pipeline, build the onboarding plan, and enforce the standards. That's how you get your hire on.


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