Category, Entrepreneurs and Decision Making

Leading with questions: Expanding the circle of insight

One of the most common pitfalls a leader encounters is thinking they need to have all the answers. Our experiences validate this belief; people often seek us out for decisions, guidance, and clarity. However, through my leadership journey and observations of other leaders, I’ve learned that the most effective decisions arise from posing better questions—not just any questions, but the kind that invite a wider set of perspectives, especially those we don’t usually hear.

Critical decisions define a business's future—where to invest, when to pivot, and who to trust. Yet, behind every big call a leader makes lies a less visible, often overlooked influence: their mindset.

Being entrepreneurial can often feel like a series of decisions, big and small. But it’s the big decisions - the ones that shape the future of your business - that often define the journey. These decisions can involve pivoting your business model, entering a new market, scaling operations, or even walking away from a venture entirely. They’re exhilarating, terrifying, and sometimes paralysing. The question is, how do we make these impactful decisions, and what do we do afterwards?

This blog explores these pivotal moments and the aftermath, drawing from experiences and inviting you, the reader, to share your own journey.