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Nine Insurance Agents Share Their Worst Mistakes

Nine Insurance Agents Share Their Worst Mistakes

What’s the biggest mistake you’ve made with your insurance agency?

We polled a number of experienced agents and asked them to share with us their answers to this question, and, fortunately for you, we got some amazing replies!

Whether you’re new to the industry or a more seasoned agent, you can learn from their experiences (and hopefully avoid them yourself!). With that in mind, take a look at the biggest mistakes these agents made—and what they’d do differently if given the chance. (Tweet this!)

“My biggest mistake was not learning how to generate leads and do SEO on my website when I started.”

“For the first five years, my website was basically a glorified business card. It was not optimized for [search] and did not have a way to generate leads. Then, about four years ago, I found SellTermLife, which is a community of life insurance agents who market online. Joining the group taught me the importance of generating my own leads and how to do it. I had my main website redesigned to attract clients and collect leads. Now, I have two websites that generate over 200 leads per month.

In the insurance business, the hardest part is finding new clients, so having a website to help clients learn about insurance and to collect their contact information in exchange for an instant life insurance quote is key. Now I have clients around the country (in 46 states) and work with all of them virtually. If I started learning SEO and lead generation 10 years ago, I would be much farther ahead in my business.”

Chris Abrams - one of nine insurance agents share their worst mistakesChris Abrams, Founder at Abrams Insurance Solutions and MJ Life Insurance
Follow Chris on LinkedIn and Facebook.

Bottom Line: Learn how to generate your own insurance leads ASAP. You can purchase leads to help you get started while you build up your website content.

Most agents ignore these 10 important things that lead to success—are you one of them?
Find out what they are in this free guide from leading agent Perry Olson.

“My biggest mistake as an insurance agent occurred a year into my career, when I jettisoned my proven sales and marketing strategy for an unproven and untested approach.”

“Taking this unproven risk was career-ending; I quit my career as a life insurance agent and went back to a salaried role for a large corporate entity.

Thankfully, my failure was temporary. Having to work for someone else gave me time to analyze my early mistakes. Ultimately, I got back into life insurance sales on a part-time basis, eventually going back into the business full-time a year after failing out.

What helped me fix my mistake? I realized that even good salespeople have slumps in production, and can doubt their effectiveness despite stellar results early on. Now, as a mentor to hundreds of other agents, I teach them that faith in the process—even in difficult circumstances like the ones I experienced early in my career—is crucial for long-term success.”

David Duford - one of nine insurance agents share their worst mistakesDavid Duford, Owner of Buy Life Insurance For Burial
Follow David on LinkedIn.

Bottom Line: Patience and commitment to the sales and marketing process means accepting the good with the bad.

“One of the biggest mistakes I personally made was waiting too long to go independent and start my own agency.”

“Many agents can probably attest to this. One day I finally resigned from my captive position and set out on my own. Obviously, this was scary and exciting at the same time. But now, I wish I had made the move two or three years earlier.”

Matt Schmidt - one of nine insurance agents share their worst mistakesMatt Schmidt, CEO of Diabetes Life Solutions and Diabetes Life Insurance Advisor
Follow Matt on Facebook and LinkedIn.

Bottom Line: We recommend to any life insurance agent who wants to be an entrepreneur and start their own business to JUST DO IT!!! The sooner the better!

“The biggest mistake I made as an insurance agent was selling my renewal book of business several years ago.”

“I needed capital to make some marketing changes. Yes, I received a nice lump sum payment, but losing the security of that monthly renewal income hurt us over the next few months as we tried to recover from the lost income. Residual income is one of the biggest advantages to working in this business for any length of time. Thankfully we eventually recovered from it and have moved beyond what we were making at that time. But that is one mistake that almost took us out and it will never be repeated.”

Keith Murray - one of nine insurance agents share their worst mistakesKeith Murray, President at Integrity Senior Solutions Inc.
Follow Keith on Twitter and LinkedIn.

Bottom Line: Think carefully before you sell your agency book of business!

“One of my biggest mistakes was not investing more back into the agency.”

“If I could do it all over again, I would invest as much as I could back into the business—specifically into hiring more people and marketing the agency.

I am a huge believer that the best way to grow a business is with great people. That’s where hiring comes in.

But a significant portion of the reinvestment would go toward marketing the services that produce the largest ROI. Don’t just throw money at the wall and hope something sticks! Have a plan, track your numbers, and stick with the plan.”

Michael Weaver - one of nine insurance agents share their worst mistakesMichael Weaver, former captive agent and current business owner of Weaver Sales Academy
Follow Michael on Facebook and Instagram.

Bottom Line: Reinvest resources back into the agency to ensure future growth!

“If I had to start all over again, I’d do it with a specialist model instead of a hybrid model.”

“I would have an outside sales team, an inside sales team, and customer service representatives. While it’s more expensive to run this type of model in the beginning, it helps with clarity of job roles and responsibilities, which makes the business easier to run and manage.”

Michael Weaver - one of nine insurance agents share their worst mistakesMichael Weaver, former captive agent and current business owner of Weaver Sales Academy
Follow Michael on Facebook and Instagram.

Bottom Line: The specialist model is more expensive to begin with, but in the long run it could make your life as an agency owner easier.

“The mistake I made when I first opened my agency was that I worried excessively about hitting the current month’s numbers when I should have been more concerned about setting my agency up for success in future months.”

“The systems and processes you use in your office and the training you give to your team are so much more important than the tasks your team does today.

As newer agents, we focus so much on teaching just enough to ensure your agents are productive—and then the top priority becomes writing as many policies as possible.

I’m not saying that’s wrong, but I think we need to focus much more heavily on training, and on putting in systems and processes that are scalable, trackable, and accountable.

When your team member writes new business, what is the process for onboarding the customer? What is the process for making sure the employee is writing policies correctly and efficiently, so you won’t lose business on the back end? How are you ensuring that your customers have a great experience—and how can you keep track of how they feel after a transaction?

When I first started, I was a massive producer. Everyone told me how great I was doing. But about four or five years in, I had paid so little attention to what was going on behind the scenes that I had a producer who had been doing things wrong the whole time and hiding their mistakes. It blew up on me. I had to go through everything this person had done and fix it. And that’s when I realized I needed to implement some checks and balances in my agency and to focus on training.”

Chandler Hahn - one of nine insurance agents share their worst mistakesChandler Hahn, State Farm agent
Follow Chandler on LinkedIn and X.

Bottom Line: Putting strong business processes in place now can help you maximize revenue and avoid problems down the line.

“Now that I look back over the past thirty years or so, the advice I would give to myself back then would be to focus more on educating and equipping myself better rather than worrying solely about making sales.”

“Before I was an insurance agent, I sold everything from cars to electronics to satellite dishes. When I started with State Farm, I thought the only reason they hired me was because I was capable of putting some big numbers in their sales book. So I made sales my top priority.

But when you invest in yourself, everyone gets the best side of you. Looking back, I would have trained myself better in finding out my customers’ challenges and unique situations and presenting how my product is the solution to their needs.

The rule I use is that I never spend more on my head—shampoo, a haircut, all these things that make us look good—than I spend on putting knowledge and training in my head. That may come in the form of webinars, tapes, seminars, classes, or anything else.

Now that I focus on being the best for my customers, I know what I can do differently than other agents, and I know how to handle objections, I can close sales much more efficiently. And my customers have benefitted from that as much as I have.”

Thomas Ntuk - one of nine insurance agents share their worst mistakesThomas Ntuk, State farm insurance agent and owner of Ntuk Speaking
Follow Thomas on Facebook and LinkedIn.

Bottom Line: Invest heavily in your own education and development to provide the best possible experience for your customers and yourself.

“My biggest mistake was buying internet leads from the mainstream vendors. Wasted money spent on calling leads that are being harassed by 20 different agents is better spent in generating leads via more personal interactions and relationships.”

“So I stopped buying the leads. When I sat down and looked at the cost analysis, I noticed that I was getting bigger and better conversions on selling less and focusing on relationship-building activities.”

It’s important to remember the golden rule: Do unto others as you would have them do unto you. Ironically, insurance agents hate cold callers and telemarketers but have no problem doing it to others. Give others the respect you want for yourself and you will see a change in the number of “yes” responses.

Ralph Robert's book Walk Like A Giant, Sell Like A Madman talks about the enormous potential in sales by focusing less on making a sale and more on being the guy people call because you have genuine interest in the people you serve, and meeting their needs. While the book is written for real estate, it parallels nicely into other aspects of sales.”

Luke Kinton - one of nine insurance agents share their worst mistakesLuke Kinton, Financial Services Representative at COUNTRY Financial
Follow Luke on LinkedIn.

Bottom Line: Talk with people, not to them. No one wants to hear about your life insurance policy or some new endorsement. They want to hear you ask about how they are doing and to talk about themselves.

“My biggest career mistake was purchasing cheap leads.”

“The reason this was a mistake was that I spent about two years focused on keeping lead costs low instead of increasing revenue. I would usually work 14-hour days to get as many people as I could on the phone and then close them throughout the week. Suffice to say, this plan didn't work at all.

To correct this, I decided to purchase a lower number of leads at a higher price—but also much higher in quality. I eventually went from those leads to Live Transfer Leads, where I was doing absolutely no prospecting and mainly focusing on the close. My average lead cost was usually around $25 to $30 per lead, but I have spent upwards to $50 per lead before. The cost might be high, but so was the quality, I was able to put all my attention into actually selling and helping the customer, and not into finding them.”

Sa El - one of nine insurance agents share their worst mistakesSa El, Co-Founder at Simply Insurance
Follow Sa on Twitter and LinkedIn.

Bottom Line: Stop focusing on quantity of leads, but more on quality.

Final Thoughts

After reading this article, you might be thinking of ways to adjust your own company’s practices. And if you just read those two last mistakes and wondered why a company that sells insurance leads would share tips about the flaws with internet leads, you’re asking a really great question!

“Wait, doesn’t EverQuote sell insurance leads?”

Here’s the thing: EverQuote’s leads are different! Our mission is to help as many consumers as possible find the right policy for them. Our leads are actually real people shopping for insurance online in real-time, and must fill out a rigorous questionnaire before they are delivered to any of our partner agents. These leads are exclusive to EverQuote, delivered in seconds after the lead submits their information. We don’t recycle old leads, and we sell our leads to a maximum of three agents.

We have seen real, agency-building ROI from agents who use the EverQuote Marketplace, and we want to partner with you to do the same for your insurance agency. Set up a time to learn more here.

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Topics: Insurance Sales, Featured, Insurance Strategies

About the Author Dennis Miller, Marketing Manager

Picture of Dennis Miller, Marketing Manager

Dennis is currently the Marketing Manager for EverQuote's Agency business. He has been with the company since early 2017, but has worked in the tech space for nearly a decade. Dennis holds a BA from Vassar College and produces music in his free time.

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