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When Agents Start Asking the Same Question Over and Over

11 minutes ago
5 min read

Every brokerage has questions that seem to come up repeatedly. An agent wants to confirm how something should be handled, another needs clarification about a requirement, and someone else asks for help with a procedure that has already been explained several times.


If you're a Broker of Record or brokerage manager, it's easy to become frustrated when you find yourself answering the same question for the third or fourth time. You might wonder whether agents are paying attention, whether they remember their training or whether they have simply become too comfortable relying on someone else to provide the answer.


It’s logical to assume that repeated questions are a problem with the agent, and they may, in fact, be.  In my experience, though, the questions can also tell you something important about how a brokerage is training and supporting its people.


What’s the Question?

Not all repeated questions mean the same thing.


If an agent asks where to find a particular form, the answer might be as simple as showing them where it is located and making sure they know how to access it in the future. If several agents keep asking how a particular situation should be handled, however, the issue may be more complicated.


Perhaps the guidance isn't clear enough. Maybe the situation is more nuanced than the original training suggested, or the agent has received different answers from different people. It's also possible that the information was explained once during onboarding and hasn't been revisited since.


Before deciding that an agent isn't listening, it's worth asking whether the brokerage has made the information easy to understand, remember and apply.


Training Isn't the Same as Understanding

One of the challenges with real estate training is that there is a lot for agents to learn. New agents are dealing with contracts, transaction procedures, documentation, client relationships and the practical demands of building a business. Experienced agents also need to keep up with changing requirements and situations they may not encounter every day.


A training session can cover all the right material without ensuring that everyone knows how to apply it in practice. An agent might understand an explanation while listening to it but struggle to remember the details when a similar situation arises several weeks later.


That's why effective training needs to go beyond delivering information. Agents need opportunities to revisit important topics, ask questions and understand how the guidance applies to the situations they encounter.


This doesn't mean the brokerage needs to schedule endless meetings. Sometimes a short refresher, a practical example or a clear reference document is enough to help an agent become more confident and independent.


Who’s Asking?

Here's something brokerage owners should pay particular attention to: whether the same question is coming from one person or several.


If one experienced agent repeatedly asks about a basic procedure that has been explained and documented, it may be time for a direct conversation about their responsibilities. Agents need to take ownership of their professional development and make reasonable efforts to find information that is already available to them.


But if five different agents ask the same question, I would look at the brokerage's approach before assuming five separate people have the same problem.


Consider whether the information is easy to find, whether the instructions are clear and whether the training addresses the actual situations agents encounter. It is also worth checking whether everyone is receiving consistent guidance.


A pattern across multiple agents can reveal a training or communication gap that wasn't obvious when each question was handled individually.


Are You Answering the Question or Teaching the Agent?

There's a difference between giving someone an answer and helping them understand how to find the answer next time.


When a brokerage is busy, it is natural to respond quickly and move on to the next task. An agent calls, the manager explains what to do, and everyone gets back to work. That may be the most practical response in the moment, particularly when a transaction requires timely attention.


However, if the same question keeps returning, it may be worth changing the conversation slightly. Rather than simply providing the answer again, take a moment to explain the reasoning, point the agent toward the relevant resource or identify what they should look for when a similar situation comes up.


The objective isn't to make agents feel uncomfortable about asking for help. It is to help them develop the knowledge and judgment to handle routine situations more confidently, while recognizing when an issue requires further guidance.


Ask Yourself…

If repeated questions are becoming a regular occurrence in your brokerage, I would start by looking for patterns rather than immediately introducing more rules or training sessions.


  • Is the information available? Agents should know where to find current brokerage procedures and relevant reference material.

  • Is the guidance clear? Instructions that make sense to the person who wrote them may not be as clear to someone using them for the first time.

  • Are agents receiving consistent answers? Differences in guidance can create uncertainty, even when everyone is trying to help.

  • Does the training reflect real situations? Agents need to understand how requirements apply in practice, not simply remember information from a presentation.

  • Is the agent taking responsibility? Once the brokerage has provided clear guidance and appropriate support, agents also need to make an effort to learn and follow it.


Frank answers to these questions can help determine what the next steps should be.


Repeated Questions Can Also Signal a Compliance Concern

There is another reason to pay attention to this issue. In a real estate brokerage, some questions concern routine administration, while others relate to contractual obligations, documentation or regulatory requirements.


If agents repeatedly need clarification about an important obligation, the brokerage should establish whether they understand what is expected of them. It is not enough to assume that information provided during onboarding has been retained or that an agent will remember a requirement simply because it has been explained before.


The appropriate response will depend on the circumstances. It might involve additional instruction, reviewing the relevant procedure, checking whether the brokerage's guidance needs clarification or addressing an individual agent's understanding of their responsibilities.


Where regulatory or legal obligations are involved, the brokerage should ensure that the guidance is accurate and current. Repeated questions shouldn't automatically be treated as evidence of non-compliance, but neither should they be dismissed without looking into the reason behind them.


The Goal Is Well Supported, Confident, and Productive Agents

No brokerage will ever eliminate questions, and it shouldn't try to. Real estate transactions can be complicated, circumstances change and even experienced professionals encounter situations that deserve a second opinion.


The goal is to make sure agents have the knowledge, resources and support they need to do their jobs properly. When agents understand the brokerage's expectations and know where to find reliable information, they can handle routine matters more independently and recognize when they need help.


For brokerage owners and Brokers of Record, that means fewer unnecessary interruptions and more time to focus on issues that genuinely require their attention. It also creates a better experience for agents, who can feel confident that their brokerage is providing meaningful support rather than simply expecting them to figure everything out on their own.


At AskMark, I help brokerages identify where training, guidance and day-to-day support may need attention. Sometimes the solution is straightforward; other situations require a closer look at how the brokerage is educating agents and communicating its expectations.


If you're answering the same questions week after week, it may be worth asking a different question yourself: What would help my agents understand this well enough that they know what to do next time?


That is often a much more useful starting point than simply giving the same answer again.




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