Chart Your Course

Focus on the horizon through prospecting

Walk into most insurance agencies today and – on the surface—things look good. Retention is strong. Books of business are healthy. Producers are busy. Revenue is steady.

However, underneath that success, there’s a challenge many agency principals quietly wrestle with: Their producers aren’t necessarily prospecting anymore. They’re maintaining. And, the trick part is that maintaining doesn’t look like a problem—at least not right away.

Managing renewals, providing service to clients, handling day-to-day issues, and strengthening existing relationships are all important. In fact, those activities are what build trust and keep an agency successful.

The problem occurs when maintaining becomes a substitute for creating new opportunities. Maintaining protects today’s revenue. Prospecting creates tomorrow’s growth.

Tomorrow’s growth is paramount for a healthy organization. It not only helps manage the inevitable attrition that occurs when clients take their business elsewhere or sell their company, but it also ensures that the agency becomes a more sought-after acquisition opportunity because of its profitability and consistent growth.

The best time to start thinking about selling your agency is the day you start it.

The Difference Between Maintaining and Prospecting: Today vs. Tomorrow

There’s a natural evolution that happens as producers become successful. Early in their careers, they often focus on building relationships and finding new opportunities. They network, attend conferences, and make cold calls.

Over time, as their book of business grows, their attention shifts toward servicing and protecting what they already have. It’s an understandable shift.

Prospecting requires intentional activity, such as:

  • Identifying target accounts.
  • Reaching out before a prospect is actively shopping.
  • Building relationships before there is an immediate need.
  • Creating conversations with prospects who may not know your agency yet.

The challenge is that maintaining feels productive because it produces immediate results. It’s also very comfortable.

Prospecting requires patience. The conversation you start today may not turn into revenue for months.

Without structure, the urgent always wins over the important. Getting in the car for an event or picking up the phone takes a back seat.

Why This Happens (It’s Not Just a Producer Problem)

It’s easy to point the finger at producers and say, “They need to prospect more.” However, in many agencies, the bigger issue is not effort—it’s the system around the effort.

To improve prospecting, agencies need to answer several important questions:

  • What are the expectations?
  • How often should prospecting happen?
  • What markets should producers focus on?
  • How is activity measured?
  • What tools and resources are available?
  • What prospect lists are available?

If those answers are unclear, prospecting becomes optional. And optional activities tend to get pushed aside when a producer has a full schedule of renewals, client meetings, and internal responsibilities.

Things rarely slow down enough to pave the way for focusing on net-new business as a daily and weekly activity.

The Cost of Not Prospecting

Usually, the impact of inconsistent prospecting does not show up immediately. It appears later in the form of inconsistent pipelines, unpredictable growth, and missed opportunities.

Today’s pipeline is often the result of yesterday’s activity.

In the insurance industry, timing matters. A client who is open to exploring options at renewal may already have relationships in place months before that window arrives.

If your agency is not consistently creating awareness and building relationships, you may never get the opportunity.

What Effective Prospecting Requires

The first thing to understand is that prospecting is not simply networking and cold calling. While these activities can be part of a strategy, effective prospecting is a complete process that requires more thought and action.

A strong prospecting engine includes:

  • Clear target markets and ideal client profiles: Establishing the strategy and identifying the right prospects.
  • Relevant messaging: Connecting with prospects through messaging that addresses their real challenges.
  • Consistent outreach: Developing ongoing outreach activity that can include a variety of techniques.
  • Agency-wide initiatives: Using a customer relationship management (CRM) system to track prospect activity, combined with consistent marketing efforts. For example, a monthly newsletter created by a dedicated marketing resource can help keep all producers top-of-mind across the entire prospect base.
  • A defined follow-up process: Keeping opportunities alive through consistent communication and engagement.

There is no universal metric that works for every agency, but consistency matters more than occasional bursts of activity.

Consider multiple channels. Phone calls, email, LinkedIn posts, referrals, networking, and strategic partnerships can all play a role. Using AI for marketing is also becoming a useful tool in an ever-changing landscape.

The goal is not to overwhelm producers with activity. The goal is to create a repeatable process that happens regardless of how busy the week gets.

Build a Prospecting Engine

The agencies that consistently grow don’t leave prospecting to chance. They build an engine around it.

That starts with focus. Agency leaders should be able to answer the following questions:

  • Who are you trying to reach?
  • What industries align with your agency’s expertise?
  • What size accounts make sense?
  • Are there specific business triggers, market changes, or renewal timelines that create opportunities?
  • What can you glean from third-party prospect list platforms that allow for more targeted messaging based on key data points?

In commercial lines, these data points might include experience modification rates (MOD), renewal dates, reductions in payroll, and OSHA data.

The more clearly an agency defines its target market, the easier it becomes to develop relevant messaging and create meaningful conversations.

Follow-Up Wins: Silence Doesn’t Mean “No”

Finally, there must be follow-up.

Outside of immediate sales meetings, callbacks are king. Hitting the timing a prospect suggests shows you’re paying attention—and separates you from everyone else who doesn’t follow through.

One of the biggest mistakes agents make is assuming that a prospect who does not respond immediately is not interested.

In reality, many opportunities require multiple touches before a conversation happens.

An effective follow-up approach isn’t about simply checking in. It’s about staying relevant, persistent, and easy to engage with—without becoming noise or a bother.

You’ll know if your messages are received well when the prospect responds with, “Thank you for the follow-up.”

Every prospect should sit inside a defined follow-up cadence that blends multiple touchpoints over time, including calls, emails, and light engagement on platforms like LinkedIn.

Intentional sequencing matters.

For example, make an initial call. If you need to leave a message, reference the email you’re about to send “sometime today.” Following up with an email gives prospects another way to reach you through their preferred channel.

They may be able to avoid seeing an email or forget about the message you left, but it’s much harder to ignore a call and a same-day email.

Then, attempt another contact a few days later, followed by a value-based touch the following week. Finally, continue with spaced follow-ups that extend over time.

Consistency matters more than intensity.

Following a prospect’s own callback cadence is also a good strategy. Ask: “If I don’t hear from you, which month makes sense for me to come back to you?”

Equally important is providing context in the value-based touch. Generic follow-ups are easy to ignore. Effective follow-ups give the prospect a reason to re-engage.

This could include:

  • A quick insight about their industry.
  • A relevant coverage trend or article.
  • A question tied to their insurance needs or business.
  • A reference to something specific from a prior interaction.

These touches signal that the prospect isn’t just another name on a list.

There’s also a mindset shift required: Silence is not rejection.

In most cases, it simply means “not now.”

Too many opportunities are abandoned after two or three attempts, when it often takes eight, 10, or more touches before a conversation happens. The agents who win are the ones who stay in the game longer—professionally and consistently.

When prospects do engage, even briefly, that’s when discipline matters most.

If they say, “Circle back in a month,” that follow-up should happen exactly when promised. That level of timing and attentiveness stands out more than most agents realize.

At its core, effective follow-up is less about creativity and more about commitment. The agents who treat it as a process—not an afterthought—are the ones who ultimately turn more prospects into conversations and more conversations into revenue.

Don’t settle for being “ghosted” and chalk it up to bad luck. Rather, break down the process, examine where it fell apart, and continue your follow-up.

Ask yourself these questions:

  • Did you build value when they were paying attention?
  • Did you act in a consultative manner?
  • Did you ask questions so that you understood their pain points?
  • Did you listen to them more than you talked?

There are basic techniques in sales (and life, in general) that will separate you from other agents and producers.

However, even when you do everything right, you still can get ghosted. When that happens, move on to the next prospect.

Strong appointment-setting can help create consistent outreach, identify potential opportunities, and open doors that may not have existed otherwise. Sometimes, those doors can lead somewhere unexpected.

For example, one agency we worked with secured a meeting with a country club through outbound prospecting. On the surface, it was simply a new business opportunity. However, that conversation also created an introduction that opened the door to a separate opportunity for one of the club’s existing clients—ultimately generating an additional $20,000 in annual commission.

That’s the part of prospecting many people underestimate. You never fully know where one conversation can lead.

However, without creating the initial conversation, the additional opportunity can never exist.

Prospecting Is Not One Activity

The strongest agents understand that growth comes from a combination of channels.

Some of the most effective prospecting engines include:

Strategic Referral Programs

Create a process to ask for and receive introductions rather than simply hoping referrals happen.

Email Campaigns

Stay relevant with prospects through timely, valuable communication.

LinkedIn Engagement

Build familiarity and credibility with prospects before they have an immediate need.

Networking and Strategic Partnerships

Create relationships that can produce opportunities over time.

AI-Driven Advertising

Use increasingly precise targeting and intent data to get in front of the right accounts earlier in their decision cycle.

Appointment Setting

Add consistent outbound activity to create conversations with qualified prospects.

The key is not to choose one channel and expect it to solve everything. Rather, success comes from creating a consistent mix of activities that keeps new opportunities flowing.

Reset Expectations Without Creating Friction

One of agency leaders’ biggest concerns is how to increase prospecting activity without creating frustration among the agency’s producers.

The answer starts with positioning.

Prospecting should not be viewed as a punishment or an indication that someone is not doing enough. It should be viewed as an investment in the future of the agency and in the producer’s own wallet.

The conversation should be about growth.

Questions to focus on include:

  • What does the agency want to accomplish?
  • What type of clients does it want to attract?
  • What support does the team need to make that happen?

When expectations are clear and resources are available, prospecting becomes much less intimidating. It becomes part of the culture.

Maintain Today, Grow Tomorrow

The agencies that thrive are the ones that balance protecting existing relationships with consistently creating new ones.

They understand that growth is not built through occasional bursts of activity. It is built through a repeatable process that creates opportunities month after month.

The question is not whether your producers can prospect; it is whether your agency has built the structure, expectations, and support system to make prospecting a consistent part of how you grow your agency.

About the Author

Amanda Puppo is the owner of MarketReach Inc., a New Jersey-based company with 25 years of experience specializing in qualified sales meetings and B2B appointment setting for insurance agencies and allied suppliers.

  • Reprinted with permission from PIA Management Services Inc—

This article was published in October 2026 in PIA Magazine

See if MarketReach is right for you!

If you are looking for more qualified B2B leads, more sales appointments with decision-makers, and a reliable telemarketing partner – then MarketReach may be the partner you’ve been waiting for!

Set up a free consultation to find out.

Amanda Puppo on the Language of Leadership Podcast with Mark Iorio

Recently, Amanda was featured on the Language of Leadership Podcast with host Mark Iorio.

Click here to watch!

See if MarketReach is right for you!

If you are looking for more qualified B2B leads, more sales appointments with decision-makers, and a reliable telemarketing partner – then MarketReach may be the partner you’ve been waiting for!

Set up a free consultation to find out.

25 Years of Sales Prospecting—25 Lessons That Still Drive Meetings

Most companies struggle with B2B sales prospecting not because they lack effort—but because they lack a consistent, proven approach.

After 25 years of delivering appointment setting, lead generation, and outbound sales programs, we’ve seen what actually drives results—and what wastes time. From cold calling and qualification to follow-up and modern tools like AI, these lessons are built from real campaigns and real conversations with decision-makers.

If your goal is to book more qualified meetings, improve conversion rates, and build a predictable sales pipeline, this is your playbook.

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How to Generate B2B Leads A Practical Guide

How to Generate B2B Leads | A Practical Guide

If you rely on B2B lead generation as a business then you’re not alone. 85% of businesses engaging in B2B marketing say that lead generation is their top goal with content marketing. 

Simply put, B2B lead generation is important.

There is no end to the list of strategies available to business owners to get more leads. From visiting trade shows, to leveraging digital marketing, and even buying leads – it can be hard to sort through all of your options to choose the best combination for you.

There is an art and a science to generating high-quality leads that will eventually convert into clients. Whether you choose to generate leads from social, trade shows, or other methods, here are a few B2B lead generation tips to help you pump up your efforts. 

Key Takeaways

  •  Buying contact lists can immediately infuse new leads into your sales funnel – but if you’ve never done it before, the risks may be greater than the rewards.
  •  Attending trade shows is a great way to find businesses that are looking for people like you. Trade shows will cost time and money to attend, so choose them wisely.
  • Social media can generate leads very well when accompanied by a great social media marketing strategy, but a sub-par social media strategy may hurt your brand more than it helps
  • Word-of-mouth referrals are the best kinds of leads you can hope for. To get more word-of-mouth referrals, the best thing to do is focus on perfecting your goods and services – as well as your customer service.
  • For lead gen in 2025, consider optimizing your webpages for AI results and keep your marketing and data collection practices compliant with the American Privacy Rights Act.

To start, let’s talk about buying contact lists: 

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Staying on Top of Prospects in a Remote Setting by Phone and Email

As seen on Insurance Journal, written by Amanda Puppo of MarketReach Inc.

The work-from-home environment is the ultimate test in staying on top of prospects. Unnurtured relationships can easily fade, or you can take this as an opportunity to put your best foot forward. One thing we know for sure is that everything has changed since the COVID pandemic. However, the need for insurance has not. That yearly renewal is happening no matter what. Opportunity awaits when you follow these tips to stay on top of prospects!

Build Rapport & Empathy

Gatekeepers have one job as it relates to receiving sales calls – they are expected to screen out calls that may be deemed as not deserving of their boss’s time. For this reason, it’s not shocking when you make a phone call and get shooed away. Yet, insurance does require discussion at least once a year, and either they will renew or switch. There are few topics that are difficult to cold-call for, but there are two things we know for sure:

Producers have the power to make a difference in gatekeeper responses by building rapport and demonstrating empathy.

Making warm calls over cold calls wins every time.

When you call, be sure to show the person on the other line that there is a name, a face and a real human behind the call. Use cues from the gatekeeper, such as tone and pace, to build some commonalities. If there is a timely light-hearted topic (upcoming holiday, weather event, etc.), use it before rushing into a sales pitch or asking for important information. Did you ask them their name on a prior call to utilize it on the next call? Use a script to cover all of your qualifying questions, but mostly be (your best) authentic self.

After a strenuous year, empathy has become essential. Prospecting by phone does not have to be robotically transactional. According to Hubspot, 69% of consumers said a positive sales experience begins with a representative listening to their needs. Another 61% emphasized the idea of not being too pushy. It is essential to listen to your prospect carefully and deliberately in the answers they give and explain how your value-proposition benefits them. If you have historically been a “quote shop generalist” – this may be an opportunity to rethink your value proposition by industry. Consider how you can use your expertise to be thought of as a “trusted advisor” through consultative selling. This means asking the right questions and demonstrating your understanding of their type of business and industry. By building rapport, being empathetic and asking solid questions to understand needs, you can connect to prospects on a deeper level. In turn, your company can develop long time customers and gain referrals.

Requalify and Research

Closing a sale requires more than just one good conversation. A relationship is excellent on the surface, but if the prospect is not a qualified opportunity for your company, it will not result in a profitable sale. Some groups only pay commission past the first year to commissions over $2,000, for example. So, if you’re going to spend your time, you may want to do so in the larger commissioned opportunities. To delve deeper, your company should first determine whether current qualification factors make sense in light of the pandemic and reduced workforces. Various industries had to pivot, including your prospects’ businesses. By requalifying, you do not waste time and resources targeting your marketing and sales efforts to the wrong organizations.

Your qualifying questions may include decision-make name and staff size (since we can’t ask the receptionist what premium they’re paying or what their MOD is). These qualifying questions answered make the next call show that you are ‘researched’ and you may have an easier time getting in the door – thusly – creating the warm call. A well-researched prospect will make your next phone call better and establish credibility.

Research requires both qualification phone calls and the internet. Both are important and should be used in tandem to determine whether a prospect is the right fit. Talking on the phone with a gatekeeper can give you the tiniest bits of information, from makeup and structure of the company to how many trucks they have, staff size and even an upcoming vacation for your decision-maker. When researching online, be sure to check out the company’s website (the “about us” and leadership page, especially) along with their LinkedIn pages, where you can find information about decision-makers, size of business and further contact information such as email. See if they have any statements about COVID-19 and their current situation. However, do not fall into a Google research tornado. Look for the key points quickly, know when to reach out by phone and know when to move on to the next prospect.

‘After a strenuous year, empathy has become essential. Prospecting by phone does not have to be robotically transactional.’

Research not only allows you to qualify, but it also helps with our first point, building rapport. It will show the prospect you spent the time to get to know the company and make a unique connection with them!

See if MarketReach is right for you!

If you are looking for more qualified B2B leads, more sales appointments with decision-makers, and a reliable telemarketing partner – then MarketReach may be the partner you’ve been waiting for!

Set up a free consultation to find out.

Multi-Channel Marketing

Now that you have built a foundation and researched your prospect, it’s imperative to stay fresh in their minds. Though the prospect only renews their insurance once per year, subtle brand awareness throughout the year will allow your name to become recognizable once it is time to give them a ring.

How do we continue to let automation allow us to stay top of mind with our prospects? Consider the use of email along with each sales call, as well as an automated email newsletter once a month and direct mail on occasion. An email gives the decision-maker the path to gain more access to your company through links and calls to action. Even better, email marketing statistically measures its efficacy, so you can understand if it works for your target market. Retention Science has shown that using a decision-maker’s first name in the subject line will make them more likely to open the email.

Dale Carnegie said, “A person’s name is to him or her the sweetest and most important sound in any language.”

Building Initial Rapport and Questions to Qualify

Building Initial Rapport and Questions to Qualify

Not all prospects are created equal. In B2B, staff size minimums, decision-maker titles and names can be a baseline of data points that require confirmation to determine if the company is worth pursuing. The goal is to confirm and validate information on that first call.

The ability to quickly develop initial rapport during a qualification call can lead to more successful sales opportunities as the process moves along. Being able to create a comfortable environment for conversation, where the guard goes down, will allow for results to be achieved. Finding out information about a potential target before they answer the phone, is vital. It determines whether or not a company is eligible to pursue, resulting in the proper allocation of sales team labor. It is very expensive for marketing to produce unqualified prospects, and then for the sales team to not recognize this until weeks of time and energy were expended chasing the wrong people or companies! Let’s take a look into how to identify a pursuable prospect, and then how rapport is built throughout the interaction.

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A person holds a tablet with data on it. The text reads "Using a CRM system for data organization".

The Importance of Using a CRM System For Data Organization

Without an organized client relationship management (CRM) system, prospect qualification, lead generation, and every stage of the sales cycle would be complete chaos. This is especially true if you have multiple lead generators or sales reps working those same records. It’s important for there to be a way to streamline and organize the data collected during each stage of the sales cycle. 

Having a CRM system in place is a great way to stay organized, make sure you are reaching the right prospects, capitalize on prior intelligence gathered, and make sure salespeople are not calling the same prospects simultaneously. Lastly, prospects will still remain even if the sales rep leaves. Don’t let the prospect notes disappear along with the rep! If you don’t already have a CRM system in place, consider the benefits that come with having one: 

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What To Do When Prospects Ghost You

What To Do When Prospects Ghosts You

Have you ever made it far along in the sales cycle with a prospect and then, just when you are about to close the deal, all communication stops? When a prospect ghosts you, it can be frustrating, leaving you wondering what you did wrong and what you could’ve done differently. However, just because communication has stopped doesn’t mean that you won’t ever hear from them again – there can be many reasons for the “ghosting,” and if you had a good feeling about an ultimate sale, the ghosting could simply be due to bad timing. Consider these suggestions for what to do when a prospect ghosts you:

Key Takeaways

When a prospect ghosts you, you should:

  • Follow up. Avoid being overbearing when following up, being too pushy will drive them away.
  • Send more personalized messages with very specific questions.
  • Remind the prospect of their desired outcomes, then remind them how you’ll help them achieve their desired outcomes.
  • If nothing else works, keep them in your database to revisit another time.
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The Importance of Good Time Management in Sales

The Importance of Good Time Management in Sales

Time management is an important skill that all salespeople should learn how to master and key performance indicators are a great way to measure how well your salespeople manage their time. The most important KPI that you might use to measure performance is the number of sales each salesperson makes in a week or month. While this can certainly be helpful in determining how “good” your salespeople are at selling, it is also important to consider the quality of each of these sales along with the interactions that come before it. Sometimes it is better to make fewer substantial sales than many small ones that are underqualified or require. With the help of good time management skills, your salespeople can… 

Key Takeaways

  • Don’t waste time on unqualified leads. Make sure your lead qualification system is robust and accurate.
  • Talk to the right people at the right time. Understand where a buyer is in their sales cycle before beginning a conversation. Don’t waste time on interactions with buyers who are in the wrong stage of the sales cycle.
  • Work from your high-priority leads down. Give your most important leads the most of your time.
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Prospect List Development: Is Speed or Accuracy More Important?

Prospect List Development: Is Speed or Accuracy More Important?

When it comes to developing and qualifying prospect lists, the ultimate goal is to identify high quality targets who have the potential to convert into customers. Both speed and accuracy are important during this process, but should one be prioritized over the other? 

Even though it sounds ideal to have an extensive list of prospects, you also want to make sure that you are reaching the right people – that you have accurate names of decision makers and their titles, validated emails, phone numbers, addresses and company descriptions. Obtaining these items is most certainly time-consuming. So how do we justify our time commitment in cleaning up our prospect records (i.e. maintaining a clean CRM)? Consider the following advantages and disadvantages of both speed and accuracy during the prospect list development process and check out our conclusion on which is more important:   (more…)