The Insurance Hiring Crisis: How to Fix Recruiting and Retention in Your Agency

By Craig Pretzinger & Jason Feltman7 min read

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

The Insurance Hiring Crisis: How to Fix Recruiting and Retention in Your Agency

Every insurance agency owner has a hiring horror story. The producer who interviewed like a superstar and performed like a ghost. The service person who seemed perfect until they weren't. The month-long vacancy that turned into a six-month scramble while existing staff burned out covering the gap. Dave Williams from Team Hired and Kat Ternes from Agency Zoom have heard them all, and more importantly, they've mapped the systematic failures that cause them.

The Struggle Nobody Admits

Here's the dirty secret of insurance agency hiring: most agencies are terrible at it, and they've normalized being terrible at it. They post a generic job listing, interview whoever responds, hire based on gut feeling, provide minimal onboarding, and then act surprised when the new hire doesn't work out. Then they blame the talent pool.

The talent pool isn't the problem. The process is the problem.

Dave Williams has built Team Hired specifically to address the hiring dysfunction in the insurance industry. His perspective comes from working with hundreds of agencies and seeing the same failure patterns repeat across different markets, different sizes, and different business models. The consistency of the failures tells you something important: this isn't a people problem. It's a systems problem.

Kat Ternes brings the technology angle through Agency Zoom, which gives her visibility into how agencies actually operate day-to-day, including how they onboard, manage, and retain (or lose) the people they hire. Her data paints a picture that most agency owners would find uncomfortable: the gap between what agencies think they're providing new hires and what new hires actually experience is enormous.

Together, these two perspectives, the hiring process expert and the operational technology expert, create a complete picture of why insurance hiring is broken and what it takes to fix it.

Where Hiring Goes Wrong

The job description problem. Most insurance job postings read like they were written in 1997 and copy-pasted forward every year. They list requirements ("must have P&C license") and responsibilities ("servicing existing accounts") without ever answering the question a qualified candidate actually cares about: "Why would I want this job?" The best candidates have options. Your job posting is competing with every other opportunity they're considering. If your listing doesn't articulate what makes your agency different, compensation structure, growth path, culture, technology, training, you're invisible.

The interview problem. Agency owners typically interview for likability rather than capability. They spend forty-five minutes having a pleasant conversation and leave thinking "I liked that person" without ever assessing whether the candidate can actually do the job. Dave's framework introduces structured interviewing, specific questions tied to specific competencies, scored against a rubric, with multiple interviewers to reduce bias. It's not complicated. It's just disciplined. And discipline is what most agencies lack in their hiring process.

The compensation problem. Insurance compensation structures are often opaque, complex, and designed to benefit the agency in the short term at the expense of long-term retention. A new producer gets a low base with promises of "uncapped commissions" that sound exciting in the interview and feel like poverty for the first six months. The best producers leave before the commission curve catches up because they can't pay their rent on promises. Agencies that front-load compensation appropriately, with a realistic ramp period and clear milestones, retain dramatically better.

The onboarding problem. This is where Kat's data from Agency Zoom is particularly damning. Most agencies define "onboarding" as "showing someone where the coffee machine is and handing them a login." There's no structured 30-60-90 day plan. No defined training curriculum. No assigned mentor. No clear performance benchmarks for the ramp period. The new hire is expected to figure it out, and the agency wonders why it takes nine months instead of three.

The Transformation Framework

Dave and Kat's combined framework for fixing agency hiring has five stages.

Stage One: Define the role before you post it. Not the job description, the role. What does success look like at 30 days? 90 days? One year? What specific metrics will this person own? What skills are truly required versus nice-to-have? What personality traits complement your existing team? This exercise takes two hours and saves months of bad-fit hires.

Stage Two: Write a job posting that sells. Lead with what you offer, not what you require. Talk about your culture, your technology stack, your training program, your growth opportunities. Include compensation ranges, agencies that hide compensation in job postings lose the best candidates before the conversation even starts.

Stage Three: Structured interviews with scoring. Develop five to seven questions that directly assess the competencies you identified in Stage One. Ask every candidate the same questions. Score their responses on a 1-5 scale. Compare scores across candidates. This doesn't eliminate intuition, it supplements it with data. The combination of gut feel and structured assessment produces dramatically better hiring decisions than either one alone.

Stage Four: Onboarding that actually on-boards. Build a written 90-day plan for every role. Week one is orientation and systems training. Weeks two through four are shadowing and supervised practice. Months two and three are independent work with daily check-ins and weekly assessments. Define specific milestones for each phase. If the new hire isn't hitting milestones, you know in weeks, not months.

Stage Five: Retention starts on day one. The decision to stay or leave is made in the first 90 days, not the first year. Agencies that invest heavily in the new hire experience, regular feedback, clear expectations, early wins, social integration with the team, see retention rates that make their hiring investment worthwhile. Agencies that throw people into the deep end and wait to see who swims spend most of their time and money in a perpetual hiring cycle.

What This Means for Your Agency

If you're currently hiring or planning to hire in the next quarter, stop and audit your process before you post the job. Answer these questions honestly: Do you have a written job description that would make a qualified candidate excited to apply? Do you have a structured interview process with scored questions? Do you have a 90-day onboarding plan with specific milestones? Do you have a compensation structure that's competitive for the first six months, not just the first year?

If you answered no to any of those, fix them before you spend another dollar on recruiting. Every hire you make through a broken process has a significant chance of failing, and each failure costs you between $10,000 and $50,000 when you factor in recruiting costs, training time, lost production, and the opportunity cost of the vacancy.

The agencies that win the talent war won't be the ones that offer the highest commission splits. They'll be the ones that build hiring and onboarding systems that consistently convert candidates into productive, retained team members.

The Bottom Line

Dave Williams and Kat Ternes have seen the insurance hiring landscape from both the recruiting side and the operational side, and their message is the same: the agencies struggling to find and keep good people don't have a talent problem. They have a process problem. Fix the process, job definition, job posting, structured interviews, real onboarding, and early retention focus, and the talent follows.


Catch the full conversation:

About the Guests: Dave Williams. Founder of Team Hired, specializing in insurance agency recruiting and hiring systems. Kat Ternes. Agency Zoom, bringing operational technology insights to the agency hiring and retention conversation.

Level up your agency:

Listen to The Insurance Dudes Podcast

Get more strategies like this on our podcast. Available on all platforms.

Related Episodes