Fig. 01 — about Jonathan Gill

Thirty years running technology inside operating businesses.

I taught myself to code in my early teens, and at 17 started working with small businesses in Barnsley. For the next seven years I worked as a professional software engineer — inside IT departments, in the public sector and in startups, across sectors from accounts to education. In 2002 I joined Watchfinder as a contractor, when the company was about six months old. I came on full time in 2004 as employee number four, and moved to Maidstone in 2006 to join the team at head office.

My responsibility there grew to cover the full estate: ecommerce and internal systems, infrastructure and networks, data and security, retail stores, suppliers, budgets and the technology team.

After the business took £6 million of investment from Piton Capital and Beringea in 2014, I grew the IT team to more than 25 people — a core development team of 16, plus operations staff running three office locations, the service centre and the retail estate. That team supported the global rollout of the Watchfinder platforms and retail propositions.

Watchfinder became the UK’s largest pre-owned watch retailer, appeared in the Sunday Times Fast Track 100 two years running after making the Ones To Watch list the year before, and was acquired by Richemont in 2018.

I now work with a small number of clients. That gives me space to understand how your business operates and to give you experienced, independent technology leadership that stays focused on delivery — close enough to challenge assumptions, support the team, and see whether the fix actually works.

Fig. 02 — how I work
01

Find where the real problem sits.

A technology problem may begin with a system, a supplier, a process, a team or an unclear decision. I work with the people closest to it to find where the real issue sits before we agree what changes.

02

Look at the whole picture.

Software is only one part of it. Infrastructure, security, data, suppliers, budgets, internal capability and day-to-day operations all have to support the same business.

03

Make the right intervention.

The answer might be clearer leadership, a stronger team, a challenged supplier, a better process, repaired infrastructure or new software. I help you choose it and carry it through.

04

Leave you able to run it.

The aim is not dependency. It is a working system, a team that understands it, and a business able to make better technology decisions after I have gone.

Fig. 03 — after Watchfinder
After Watchfinder2018 – now

I stepped away for a while, then started building again.

I stayed on after the acquisition to support the transition to Richemont. Then things changed sharply. I became a solo parent, and in 2020 Covid put me in intensive care for a month. I stepped back for a few years to focus on my daughter and on getting well.

During that time I helped build Widowed AF, a podcast about grief that went on to win Gold at the British Podcast Awards in 2025. The host does the human work — the interviews, and the trust that makes them possible. I built the production workflow and systems to support it.

That work became PodMule, a product that handles everything around a podcast and gets it out into the world. I am still building it.

Get in touchFree 30-min call

Tell me what is not working.

I will help you understand what is behind it and what to do next — whether or not that ends up involving me.

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