From Taking the Leap to Building a Vision: The Story Behind George Howson

In his Legacy Bench conversation, George Howson shares a story shaped by ambition, creativity, and the determination to build something on his own terms. As the Co-Founder and Director of Pear Tree Media, George is not simply growing a media company; he is proving that sometimes the biggest opportunities come from stepping away from the path others expect you to follow.

George speaks openly about the journey of entrepreneurship. Alongside his business partner, he has helped build a successful media organisation in just two years, creating content, telling stories, and helping brands connect with audiences through video and digital media. But with growth comes a new challenge.

The question is no longer whether the business can succeed. It’s how far it can go.

George feels the company has reached a point where the next stage of growth requires something more. New connections. Strategic advice. Potential investment. People who can see the vision not only for what the business is today, but what it could become in the future.

That challenge is one he embraces.

Because the decision to start the business was never the obvious choice.

Like many founders, George was encouraged to pursue the security of a traditional career. To find a “proper job” and follow a more predictable route. But he saw an opportunity to create something of his own, and he chose to back himself.

He hasn’t looked back since. That decision became the foundation for everything that followed.

At the centre of George’s journey is a belief in the power of media and storytelling. He understands that every person, business, and organisation has a story worth sharing, and that meaningful content has the ability to connect people, spark conversations, and create opportunities.

But beyond building his own company, George is passionate about helping others navigate the industry too. He openly shares advice, lessons, and experiences with aspiring creatives and entrepreneurs, recognising how valuable guidance can be when you’re trying to build something from the ground up.

At the heart of his mission is a simple belief: Big ideas deserve the opportunity to grow.

George isn’t simply looking for investment or visibility. He’s looking for the right people, the right conversations, and the right partnerships to help unlock the next chapter of the journey.

At his core, George represents a new generation of founders. Creative, ambitious, and willing to take risks in pursuit of a bigger vision.

His story is a reminder that success rarely comes from following the expected path. Sometimes it comes from believing in an idea, taking the leap, and refusing to stop when you reach the first ceiling.