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Sunday, January 18, 2026

The Leadership Gap That Appears Between 5 and 20 Staff in Insurance Agencies

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When insurance agencies start to grow, they often experience a growth plateau at a specific point in their development: between five and 20 staff members. It’s a transition that many agency leaders overlook or fail to properly address, but it can have a profound impact on the agency’s ability to scale effectively. This stage often brings a leadership gap in insurance agencies, where the strategies that worked for a small team no longer fit the needs of a larger, more complex organization.

As agencies expand, the need for clearer structure, better communication, and more effective leadership becomes evident. In this article, we’ll explore why this leadership gap occurs between five and 20 staff members, how it affects operations, and how agencies can navigate this challenge to foster sustainable growth.

Why the Leadership Gap Appears

When an insurance agency is small—fewer than five employees—leadership is straightforward. The agency owner or manager often wears multiple hats, handling everything from client relations to operations. At this stage, the team is small enough that informal communication and decision-making can happen quickly and efficiently.

However, when the team grows beyond five employees, this informal approach begins to break down. At this stage, leaders may find themselves overwhelmed with the responsibilities of managing more people, more clients, and more processes. Without the proper leadership framework in place, agencies can hit a roadblock in their growth.

1. Lack of Clear Roles and Responsibilities

As the team grows, roles become more specialized, and the agency begins to rely on a mix of different skill sets. However, without clear role definitions, employees may end up duplicating work or stepping on each other’s toes. In this phase, it’s easy for the owner or manager to remain hands-on with the day-to-day, but this often results in inefficient operations.

For example, the owner may still try to manage client accounts while overseeing operations, leaving little room for strategic leadership. This lack of delegation and unclear responsibilities leads to confusion and prevents the agency from scaling efficiently.

2. Communication Breakdowns

In a small agency, communication tends to happen organically. Staff members know each other well, and information is passed quickly in person or over simple channels like email or messaging apps. However, as the team grows, communication becomes more formalized and complex.

With 10-20 staff members, communication can become fragmented, and it’s easier for messages to be missed or misunderstood. This creates bottlenecks, delays in decision-making, and frustration among employees. Leaders at this stage need to recognize that effective communication systems—whether it’s regular team meetings, project management tools, or a centralized insurance broker CRM—are essential for maintaining productivity.

3. Resistance to Change

As agencies grow, systems that once worked well may no longer be sufficient. A manual approach to tasks that worked with five employees is likely inefficient when managing 15 or 20 staff members. However, there’s often resistance to adopting new systems, especially from long-time employees who are used to the old ways.

Leaders who don’t address this resistance and fail to implement new tools or processes risk slowing down the growth and development of their agency. New technology, like an insurance broker CRM, can help agencies streamline operations, centralize client information, and improve collaboration. But without leadership to guide the transition, staff may resist change, and the gap between where the agency is and where it wants to be will only widen.

How the Leadership Gap Affects Agency Growth

If the leadership gap isn’t addressed, it can have several consequences for an insurance agency’s growth.

1. Inefficient Processes and Workflow

As the agency grows, processes that worked when the team was smaller will likely no longer suffice. Without strong leadership to guide workflow changes, inefficiencies multiply, leading to delays, missed opportunities, and inconsistent service. With more clients, more staff, and more data to manage, systems must evolve to ensure the agency remains competitive and responsive.

2. Employee Burnout

Leadership gap in insurance agencies shown through overwhelmed staff during organizational growth challenges

The absence of effective leadership and clear structure can cause employee burnout. Employees in larger agencies may feel overwhelmed by the complexity of their tasks, particularly if they’re not clearly defined or properly supported. This can lead to low morale, high turnover, and a lack of engagement, all of which negatively impact productivity.

3. Client Satisfaction and Retention Issues

As the agency grows, so does the risk of losing touch with clients. A lack of leadership to guide the team in providing consistent, high-quality service can lead to lapses in customer satisfaction. When clients feel neglected or receive inconsistent service, they are more likely to seek out competitors.

How to Close the Leadership Gap

Fortunately, this leadership gap can be bridged with the right strategies and organizational changes. Here’s how agency leaders can effectively navigate this stage of growth:

1. Implement Clear Role Definitions

As the agency expands, clearly define roles and responsibilities for each team member. This reduces confusion, prevents task overlap, and ensures that everyone knows what is expected of them. When roles are well-defined, it’s easier to delegate tasks and ensure that each employee’s time and energy are spent in the most efficient way.

2. Invest in Technology for Streamlined Operations

To handle the complexity that comes with a growing team, invest in technology that will help streamline operations. An insurance broker CRM is a key tool that centralizes client data, automates routine tasks, and improves communication between departments. By using technology to automate and simplify tasks, agencies can free up time for their teams to focus on high-value activities.

Additionally, project management tools can help manage tasks, track progress, and keep everyone aligned. This enhances team collaboration, minimizes communication breakdowns, and keeps everyone moving toward the same goals.

3. Foster a Culture of Continuous Learning

Growing agencies should encourage continuous professional development for their staff. Leadership training, skill-building workshops, and ongoing education can help employees adapt to the changing needs of the agency. By investing in employee growth, you create a culture of trust and engagement, where team members feel empowered to take on new challenges.

4. Build a Leadership Team

At a certain point, the agency owner or manager can’t handle everything alone. To bridge the leadership gap, consider building a leadership team that can help manage different departments or functions. This could include hiring a sales manager, a client services director, or an operations lead—people who can help oversee key areas and provide direction for the rest of the team.

By distributing leadership responsibilities, you ensure that each department is receiving the attention it needs to operate effectively, while also giving yourself the freedom to focus on high-level strategy and growth.

Conclusion

Growing an insurance agency from five to 20 staff members is a critical juncture, where agencies must evolve their leadership approach to ensure continued success. The leadership gap that appears at this stage can create significant challenges, from inefficient processes to employee burnout. However, by investing in clear role definitions, technology, continuous learning, and a strong leadership team, insurance agencies can navigate this phase successfully and set the stage for future growth.

With the right strategies in place, agencies can build a foundation for scalable success that doesn’t rely on the actions of a few key individuals but instead fosters collaboration and productivity at every level of the organization.

author avatar
Mercy
Mercy is a passionate writer at Startup Editor, covering business, entrepreneurship, technology, fashion, and legal insights. She delivers well-researched, engaging content that empowers startups and professionals. With expertise in market trends and legal frameworks, Mercy simplifies complex topics, providing actionable insights and strategies for business growth and success.

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