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Growing Pains: From Startup to SME: Mastering Leadership Challenges

Your hustle paid off! You’ve grown from a tight-knit team of two to a bustling workforce of over 30. Life’s great as an SME, right? Or is it?

There’s something magical—and challenging—about this growth milestone. Suddenly, your business needs more organisation, and informal systems that once worked seamlessly begin to strain. You can’t quite recall everyone’s fur baby names or gym enthusiasts, and the camaraderie of your startup days starts evolving into a more structured, professional environment.


The good news? This shift is natural, and with the right mindset and strategies, you can build a workplace that retains its unique culture while embracing the needs of a growing team. Here’s how to navigate these growing pains as a leader:


Tip 1 - Formalise Processes Without Losing Leadership Flexibility In a Growing SME


When you’re small, it’s easy to “wing it.” But as your team grows, the lack of structure can lead to confusion and inefficiency. Start by documenting key processes:

  • Create a simple employee handbook outlining policies and expectations.

  • Develop clear job descriptions and reporting structures.

  • Establish systems for onboarding, performance reviews, and team communication.


Pro Tip: Involve your team in shaping these processes. Their input will make the changes feel collaborative, not imposed.


Tip 2 - Invest in Middle Management (bear with us)


Middle management has got a bad rep in recent years however, as a leader of a growing team, you can’t do it all anymore—and you shouldn’t. Building a layer of middle management helps distribute responsibilities and ensures employees have direct support.

  • Identify team members who show leadership potential and provide them with training.

  • Clarify their roles to avoid micromanagement and empower them to make decisions.


Why it matters: A strong management team acts as a bridge between you and the broader workforce, maintaining alignment while scaling your operations.


""You can’t forget that organisational success flows from the hearts and minds of the men and women you lead. Rather than treating your people as you’d like to be treated, treat them as they would like to be treated." - Marillyn Hewson, former CEO of Lockheed Martin

Tip 3 - Focus on Communication


Scaling up means it’s harder to stay in the loop with everyone, but communication remains crucial.

  • Implement regular team meetings to share updates and celebrate wins.

  • Use tools like Slack or project management software to keep communication transparent and accessible.

  • Schedule one-on-ones with key team members to stay connected to the pulse of the business.


Remember: Even as your team grows, your employees want to feel heard and valued.


Tip 4 - Revisit Your Company Culture


The culture that worked for 5 people may not scale for 30. That doesn’t mean you abandon it—it means you evolve it.

  • Define the core values that make your company unique and ensure they’re reflected in your policies and behaviours.

  • Foster inclusion by celebrating team diversity and finding new ways to connect beyond work.

  • Recognise achievements publicly to maintain morale and a sense of community.


Quick Tip: Plan team-building activities that cater to your growing workforce, ensuring everyone feels included.


Tip 5 - Embrace Professional Development


With growth comes the need for new skills and capabilities. As your team evolves, so should their opportunities.

  • Offer training programs, mentorship, and clear career paths.

  • Conduct regular “stay interviews” to understand your employees’ goals and how you can support them.


Why it’s worth it: Investing in your team’s growth fosters loyalty and reduces turnover, saving you time and resources in the long run.


Tip 6 - Keep Yourself Grounded

As a leader, your role will continue to change. It’s important to take time to reflect on your leadership style and seek feedback from trusted colleagues or mentors.

  • Consider joining a peer group or seeking leadership coaching.

  • Stay adaptable and open to learning as you navigate this new phase of business growth.


Final Thoughts


Scaling from a small startup to a thriving SME is a significant milestone, but it requires thoughtful leadership to navigate the complexities of a growing SME. By fostering engagement, maintaining culture, and adapting your leadership style, you can ensure your team—and your business—continues to thrive.


Ready to Tackle Growth Challenges? Our HR consultancy specialises in helping SMEs like yours build scalable processes and foster leadership strategies for long-term success. Contact us to learn how we can support your journey.


Growing from 2 to 30+ employees is a milestone worth celebrating, but it comes with challenges that require thoughtful leadership. By formalising processes, building strong communication channels, and investing in your team’s development, you can create a workplace that balances professionalism with the values that made your company special in the first place.



Sketch of Leadership in growing SMEs


 
 
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