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Our Exec Team

Leon Sheehan - CEO

leon

 

Leon Sheehan is a respected voice in customer experience strategy and digital transformation, with more than two decades in New Zealand's ICT sector. He's focused on how technology can be harnessed to create scalable, human-centred experiences for SMEs and enterprise clients alike.

As CEO since 2018, and co-owner following Digital Island's transition to private ownership in March 2025, Leon has helped shape the company into a proud Kiwi challenger brand – known for its agility, innovation and genuine care for clients.

That challenger mindset drives everything from how the team solves problems to how they show up for customers: never satisfied with the status quo, always looking for a better way. Leon is equally passionate about building a positive, people-first culture internally, believing that a great customer experience starts with a great team experience.

What motivates Leon most is a deep passion for customer experience done well. He's driven to cut through complexity and modernise contact centre environments, with a focus on helping New Zealand businesses evolve as the CX landscape in Aotearoa continues to change.

Why Digital Island?

CX Expertise
CX Expertise

With over 20 years of experience at the forefront of business communications, Digital Island delivers the depth of expertise, strategic thinking and technical capability that organisations rely on to stay connected, productive and competitive.

 A Trusted Partner
A Trusted Partner

Technology is only part of the equation. It's our commitment to exceptional service, proactive support, and long-term partnerships that sets Digital Island apart.   Our customers trust us not just for our technology, but for our people. 

Local Roots
Local Roots

100% New Zealand-owned and operated, we're deeply commited to the growth and success of kiwi businesses.  We understand the local market and have a track-record of building long-term partnerships founded on trust, accountability and shared success.  

CX Expertise
CX Expertise

From cloud communications and contact centres, to AI-enabled customer engagement, we help organisations turn every interaction into an opportunity to strengthen relationships, improve outcomes, and build customer trust.  Customer experience is in our DNA.

Global Thinking
Global Partners

We combine local expertise with the power of world-leading technology. Through strategic partnerships with leading global providers, we deliver innovative, enterprise-grade solutions that help our customers stay connected, agile and future-ready.

Proven Expertise
Proven Expertise

Our greatest strength is our people, who bring decades of expertise and industry knowledge, combined with a genuine understanding of how New Zealand businesses operate and a passion for solving real world business challenges.

Interested in working with us?