How to Use ShowingTime Data and AI to Generate More Activity for a Slow-Moving Listing

How can you use ShowingTime data and AI automation to generate more targeted exposure for a listing that is sitting on the market?

https://www.youtube.com/shorts/X_yHmevYpyo

You can identify buyer’s agents who recently showed similar homes near your listing, then use AI automation to create personalized outreach at scale. Instead of contacting random agents, you are starting conversations with professionals who may already represent buyers searching in that area and price range.

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If you have ever had a listing sit on the market longer than expected, you know how quickly the pressure can build.

The seller wants to know what is happening.

You are reviewing showing feedback, studying comparable sales, reconsidering the price, adjusting the marketing, and trying to find new ways to generate activity.

You may have already posted the property on social media, sent it to your database, held an open house, created videos, updated the listing photos, and followed up with agents who previously toured the home.

But what else can you do?

One strategy is to use information that may already be available through ShowingTime to identify buyer’s agents who are actively showing similar properties in the surrounding market.

Then, rather than manually contacting every agent one at a time, you can use Claude Cowork and AI automation to help create personalized emails and text messages.

This is not about blasting a generic message to a giant list.

It is about using relevant data to create more focused conversations.

The Difference Between Random Prospecting and Targeted Outreach

Most real estate professionals receive a lot of promotional messages.

New listing announcements.

Open house invitations.

Price reduction emails.

Broker open announcements.

Requests to share a property with potential buyers.

There is nothing inherently wrong with those messages, but broad outreach can be easy to overlook when it is not immediately relevant to the recipient.

A buyer’s agent who primarily works in a different part of town or at a completely different price point may have no reason to pay attention to your listing.

That changes when you identify an agent who has recently shown homes:

In the same neighborhood

Within a nearby geographic area

At a similar price point

With similar property characteristics

During a recent and relevant timeframe

That agent may already be working with a buyer whose search overlaps with your listing.

Their buyer may have toured other homes but not found the right fit.

The buyer may have paused their search.

The agent may not have seen your listing.

The agent may have seen it but dismissed it based on one detail that you could clarify.

The agent may also have valuable feedback about why the property is not receiving more activity.

You do not know until you start the conversation.

A Real Example From an Active Listing

I recently met with a real estate agent who had a higher-priced listing that was not receiving the level of activity they had hoped for.

Instead of immediately defaulting to another broad marketing campaign, we looked for a more targeted opportunity.

Within approximately 30 minutes, we pulled a ShowingTime report identifying 36 buyer’s agents who had recently shown homes in the surrounding area and within a similar price range.

These were not random agents pulled from a general contact database.

They were agents whose recent showing activity suggested that they might be working with buyers interested in that segment of the market.

That context made the outreach much more relevant.

We then used Claude Cowork and AI automation to help contact each agent individually through personalized text messages and emails.

The messages asked simple, direct questions:

Is your buyer still looking?

Could this listing potentially fit their criteria?

Would you consider previewing the property?

Would your buyer be interested in scheduling a showing?

Is there anything about the listing that may be preventing it from making the shortlist?

The goal was not to pressure anyone.

The goal was to open conversations with agents who had a legitimate reason to know about the property.

What Happened After the Outreach

The responses started arriving almost immediately.

One agent planned to preview the property.

Another agent planned to schedule a showing.

A third agent offered honest feedback that could help improve the listing strategy.

Additional responses continued to arrive after the initial outreach.

This does not guarantee that a property will sell.

No marketing strategy can promise a specific outcome.

What it does demonstrate is that relevant data, paired with thoughtful outreach, can create real conversations.

Those conversations can lead to:

Additional property exposure

New showings

Agent previews

Buyer interest

Listing feedback

Pricing conversations

Positioning adjustments

Future professional relationships

Even when an agent says that the property is not a fit, the response can still be useful.

You may learn that the buyer already purchased another home.

You may discover that buyers in that price range are prioritizing a different feature.

You may hear that the presentation, condition, location, layout, or pricing is creating hesitation.

You may also find that the agent simply missed the listing and wants to take another look.

Every response adds information.

Step 1: Define the Right Buyer-Agent Audience

The effectiveness of this strategy depends heavily on the quality of the initial list.

The objective is not to collect as many names as possible.

The objective is to identify the agents most likely to have a relevant buyer.

Start with the characteristics of your listing:

Location

Neighborhood

List price

Property type

Bedrooms and bathrooms

Square footage

Lot size

Architectural style

Condition

Unique features

Likely buyer profile

From there, determine the criteria for the ShowingTime report.

You might search for buyer’s agents who have recently shown homes within a certain radius or neighborhood and within a similar price range.

The appropriate radius and timeframe will depend on the property.

A common home in a dense neighborhood may provide plenty of recent showing activity within a smaller area.

A luxury property, acreage property, mountain home, or highly unique listing may require a wider geographic area or a longer timeframe.

The more specialized the property, the more thoughtful you need to be about the comparison criteria.

Step 2: Review the ShowingTime Information

Once you have the report, review the results before beginning any outreach.

AI can speed up repetitive work, but you still need to make sure the underlying information makes sense.

Look for obvious issues such as:

Duplicate agents

Incomplete contact information

Agents who already showed your listing

Activity that is too old to be relevant

Properties that are not meaningfully comparable

Agents whose showing activity does not align with the listing

Contacts who should not receive outreach

This review process is important.

A smaller, highly relevant list will usually be more valuable than a much larger list of loosely connected contacts.

You are not trying to create the biggest possible campaign.

You are trying to create the most relevant campaign.

Step 3: Develop a Helpful Outreach Message

Your message should feel personal, professional, and easy to answer.

Avoid writing something that sounds like an automated advertisement.

The agent should quickly understand:

Why you are contacting them

Why the property might be relevant

What you are asking them to do

How they can respond

A simple text message could follow this structure:

Hi [First Name], I noticed you recently showed homes near [Area] around the [Price Range] range. I have an active listing nearby that may be worth a look. Is your buyer still searching in the area? I would be happy to send the details or arrange a preview.

An email can provide slightly more context:

Hi [First Name], I am reaching out because you recently showed a property in the surrounding area and within a similar price range. I have an active listing that may be relevant for your buyer. Are they still looking, and would you be open to reviewing the property or scheduling a preview? I would also appreciate any feedback if you have already considered the listing.

The message does not need to be long.

It needs to be relevant.

Step 4: Use Claude Cowork to Personalize the Repetitive Work

Contacting 36 agents individually can take a significant amount of time.

You have to find the contact information, write each message, personalize it, send it, record the communication, and track the replies.

This is where Claude Cowork and AI automation can become useful.

You can provide the AI with:

The agent’s first name

Contact information

The general area where they recently showed

The approximate price range

Your listing information

Your preferred tone

The call to action

Any important property highlights

The AI can then help draft personalized outreach for each contact.

Depending on the tools, permissions, and systems you are using, the workflow may also help organize or send the messages.

The important point is that AI handles the repetitive portion of the process.

You remain responsible for the strategy, accuracy, communication, and follow-up.

Before sending anything, review the messages.

Make sure the facts are correct.

Confirm that names, property details, pricing, links, and contact information are accurate.

Make sure the message sounds like you.

Automation should help you communicate more efficiently. It should not remove your judgment from the process.

Step 5: Track the Responses

Once outreach begins, create a simple way to categorize the responses.

You might use categories such as:

Buyer is still actively looking

Agent wants listing information

Preview requested

Showing requested

Property is not a fit

Buyer already purchased

Follow up later

Feedback provided

No response

This information can help you determine your next move.

For example, an agent requesting more information should receive a quick and helpful response.

An agent planning a preview may need showing instructions, access details, property highlights, or information about recent updates.

An agent providing constructive feedback may deserve a personal thank-you and a follow-up question.

An agent who says the buyer is no longer looking does not need to be pushed.

The value of AI is not just the initial outreach.

It can also help you organize responses, draft follow-up messages, and identify the opportunities that deserve your immediate attention.

What AI Should Handle

AI is especially useful for tasks that are repetitive, structured, and time-consuming.

In this workflow, AI may help with:

Organizing the contact list

Identifying missing information

Drafting personalized messages

Adjusting the message for text or email

Creating subject lines

Categorizing responses

Drafting follow-up communication

Summarizing feedback

Creating notes for your CRM

Producing a report for the seller

These are tasks that often consume time without requiring your personal attention at every step.

What the Listing Agent Should Handle

Your expertise remains essential.

You should be responsible for:

Defining the correct search criteria

Determining whether the agents are relevant

Reviewing the outreach

Verifying property information

Responding to interested agents

Interpreting the feedback

Advising the seller

Adjusting the listing strategy

Building relationships with other professionals

AI does not know the property as well as you do.

It has not walked through the home, spoken with the seller, reviewed every showing comment, studied the competition, or experienced the local market firsthand.

Use AI to remove friction.

Do not use it to replace professional judgment.

Turn Agent Feedback Into a Better Listing Strategy

The outreach itself is only one part of the process.

The feedback you receive may be even more valuable.

Imagine that several agents provide similar comments:

The home shows well, but the price feels high compared with updated competition.

The first listing photo does not represent the strongest feature.

Buyers are confused by the layout.

The remarks do not clearly explain an important renovation.

The property appears dark online.

Showing availability is too restrictive.

Buyers in the price range expect a certain feature.

The property needs better staging or presentation.

Another listing nearby offers stronger value.

One comment may be an individual opinion.

Repeated comments may reveal a pattern.

You can organize the feedback and present it to the seller in a clear, professional format.

Instead of saying, “I think we need to make a change,” you can say:

I contacted agents who have recently shown comparable homes in our target market. Here are the common themes from their responses, and here are the adjustments I recommend based on that feedback.

That creates a stronger seller conversation.

It shows that you are not sitting back and waiting for the market to change.

You are actively gathering information, testing strategies, and looking for opportunities.

Use the Outreach as Part of Your Seller Updates

This strategy can also strengthen your weekly seller communication.

A seller update could include:

Number of agents identified

Number of personalized messages sent

Number of responses

Number of agents requesting information

Number of preview or showing requests

Common feedback themes

Recommended next steps

This provides the seller with something more useful than a basic activity report.

It demonstrates the work happening behind the scenes.

It also gives you a natural opportunity to discuss pricing, condition, presentation, showing availability, or marketing changes.

You are not simply telling the seller that activity is slow.

You are showing them what you are doing about it.

Combine This With Your Existing Listing Marketing

This outreach strategy should not replace your other listing marketing.

It should support it.

A strong listing plan may still include:

Professional photography

Video marketing

Social media content

Email marketing

Open houses

Broker opens

Print materials

Database outreach

Digital advertising

Retargeting

Property websites

Neighborhood promotion

Reverse prospecting

Follow-up with previous showing agents

Direct communication with relevant buyer’s agents

The ShowingTime and AI workflow adds another targeted layer.

It helps you move from broad exposure to specific conversations.

Respect the Relationship and the Data

Use this strategy responsibly.

ShowingTime information, MLS data, email addresses, and phone numbers should be handled carefully.

Always follow your brokerage policies, local MLS rules, ShowingTime requirements, technology-platform terms, and applicable communication requirements.

Do not misrepresent why you are contacting someone.

Do not claim that you know confidential information about a buyer.

Do not send misleading messages.

Do not continue contacting someone who has asked not to receive additional communication.

Keep the message focused on the listing and the potential relevance to the agent’s buyer.

When you approach the strategy professionally, the outreach can feel helpful rather than intrusive.

Build This Into a Repeatable Listing System

The biggest opportunity may be turning this from a one-time idea into a repeatable process.

You could establish specific milestones for every active listing.

For example:

After the first 7 to 14 days

Review online activity, showing volume, showing feedback, competing listings, and initial buyer response.

After a predetermined period without enough activity

Pull a targeted ShowingTime report and identify buyer’s agents who recently showed similar homes.

After the outreach

Track responses, schedule previews, gather feedback, and summarize the findings.

During the next seller meeting

Present the activity, feedback, market data, and recommended adjustments.

This gives you a proactive system rather than a reactive scramble.

It can also become part of your listing presentation.

You can explain to prospective sellers that your marketing plan includes more than putting the home into the MLS and waiting.

You have a process for identifying relevant agents, creating targeted exposure, gathering market feedback, and adjusting the strategy.

That can help differentiate you from other agents competing for the listing.

How This Can Help You Win More Listings

Sellers want to understand what you will do when the property does not sell immediately.

Nearly every agent can explain how they will launch a listing.

Fewer agents clearly explain what happens after launch.

That is where this strategy becomes a valuable listing presentation conversation.

You can show potential sellers that your plan includes:

Monitoring real buyer activity

Reviewing ShowingTime data

Identifying active buyer’s agents

Conducting personalized outreach

Gathering additional feedback

Using AI to improve efficiency

Reporting the results

Making data-informed recommendations

This positions you as a proactive listing agent with a system.

You are not promising that every outreach campaign will produce a buyer.

You are showing the seller that you have additional strategies available when the listing needs more attention.

Use Technology to Create More Human Conversations

There is an important distinction here.

The purpose of AI automation is not to eliminate human communication.

The purpose is to create more opportunities for it.

Without automation, you may never have enough time to contact all 36 agents individually.

With automation, the repetitive preparation can happen faster, giving you more time to focus on the replies.

That is where the real value is created.

An agent responds.

You begin a conversation.

You answer a question.

You schedule a preview.

You receive feedback.

You strengthen a professional relationship.

You potentially create a showing for your seller.

AI helps open the door, but you still have to walk through it.

Final Takeaway

If you have a listing that is not receiving enough traction, do not assume your only option is to keep posting the same marketing or immediately reduce the price without gathering more information.

Use the data available to you.

Identify the buyer’s agents who are actively showing similar properties.

Create relevant, personalized outreach.

Use Claude Cowork and AI automation to handle the repetitive work.

Track the responses.

Listen to the feedback.

Then use that information to improve the listing strategy and guide your seller.

This approach can help you create more conversations, more exposure, more feedback, and potentially more showings without spending hours manually contacting agents one by one.

I’m Jerad Larkin with Chicago Title, and I help real estate professionals use better tools, smarter marketing strategies, and practical technology to grow their businesses and better serve their clients.

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