Small business owners often excel at individual salesmanship, building strong relationships with clients, and securing deals.
However, transitioning from being the salesperson to establishing a sales team for growth presents a unique set of challenges that requires a comprehensive understanding and strategy.
In this blog, we will delve into the common challenges small business owners face when developing a sales function and discover strategies for overcoming these challenges.
While small business owners often excel at the art of individual sales, transforming into a sales leader requires a new skill set. Building a high-performing sales team presents a unique set of challenges for leaders.
Here are some common challenges in developing a sales function:
Many small businesses struggle to translate their overall business strategy into a concrete sales strategy. This challenge often arises due to limited resources, lack of experience in sales leadership, and the struggle to align individual tactics with broader company objectives.

This is a critical step, as a well-defined sales strategy acts as the foundation for sustainable growth and long-term success. Founders often rely on individual selling tactics instead of implementing effective sales strategies for their teams.
However, a sustainable sales strategy should provide a roadmap to tackle challenges and seize opportunities, enabling businesses to adapt to market dynamics.
The key lies in crafting a sustainable sales strategy that not only helps the organisation attract and retain customers but also ensures efficient allocation of resources and maximises revenue generation.
Here are some strategies to overcome the challenges of developing a sales function for small businesses:
Working closely and collaboratively with the sales reps during the development of business strategies is fundamentally vital for every organisation as it helps to ensure success.
Transparency and open communication foster a positive work environment, instilling ownership and a sense of urgency. This empowers the team to adapt to evolving customer needs and collaboratively drive behavioural changes within the sales process.
Involving the team in the development process can boost organisational efficiency, align goals, and foster innovation, thereby facilitating the collective achievement of the organisation’s objectives.
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Scaling a business without a well-structured sales framework is a recipe for wasted effort. A clearly defined sales tactic, process, and system are essential for efficient operations. Without them, businesses risk low conversion rates and difficulty managing a growing team.
Once these systems are established, ongoing investment in learning and development is crucial. This ensures sales reps can effectively adapt to the processes and develop a deep understanding.
A clear system not only improves sales tracking but also acts as a roadmap for optimisation. By analysing data and adjusting tactics, businesses can gain valuable insights that drive performance and fuel growth.
Building a winning sales strategy requires a balance between immediate solutions and adaptability. While consultants can offer valuable expertise, relying solely on them can create knowledge gaps in the sales team.

For sustainable success, managers must fully understand the strategy’s rationale and be prepared to make adjustments as market conditions evolve. This ownership fosters a culture of adaptation, ensuring the sales strategy remains effective in the face of inevitable change.
Strategic thinking, like anticipating consumer trends and competitor moves, enhances business agility, enabling companies to quickly adapt to market changes.
On the other hand, a narrow focus on quick wins, such as maximising sales for a quarter, can limit growth by neglecting long-term investments in development or growth.
Balancing short-term goals with long-term vision fosters a culture of collaboration and continuous learning, laying the groundwork for sustainable success and team growth.
Establishing a culture of successful sales enablement is an all-encompassing process that extends far beyond simply providing tools and resources to sales representatives.
It requires a significant cultural shift throughout the entire organisation, where everyone from top management to frontline staff supports and champions the concept. This investment fosters a collaborative environment where continuous learning is promoted through regular training sessions, workshops, and personalised learning plans.
Collaboration across departments, including system integration or routine meetings, strengthens this approach by creating a more unified strategy and ultimately improving sales performance.
Transitioning from managing sales individually to overseeing a sales team presents numerous challenges for small business owners. However, by addressing these frustrations and implementing effective strategies, business owners can build a successful sales function that drives business growth and sustainability.
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