Oliver Wakeford

Work

What I do.

Alongside the master's, I do paid AI work for two companies and a few freelance clients. Most of it is Claude Code in one form or another, set up around how people actually work, plus the security and privacy questions that come with giving an AI tool access to a business.

The research is on the academic page, and what I've built for myself is on projects.

Where I work

01

Chiron Consulting

AI Engineer · Dec 2025 to present

Marketing consultancy · remote

I built the shared Claude Code workspace the content team writes in, for 16 client brands. It's a private Git repository everyone opens in Claude Code, with a folder for each brand holding its context and voice notes, and skills for the jobs the team does every week, like drafting posts or turning a meeting recording into notes. Opening a session pulls the latest version and closing it pushes, so a change one person makes reaches everyone within seconds.

Drafting starts by finding a few of the client's own published posts to use as examples, and then Claude writes the draft and checks its own work. That retrieval step is what my internship research tested, and the write-up has the numbers.

I ran the team's onboarding in July and wrote the setup guides, and the non-technical team now runs it day to day.

The work was my M1 internship from May to August 2026. Now it's a contract to the end of the year.

  • No time-saved or output figure was measured, so there's no before-and-after here.
  • The workspace holds the clients' brand material, so it stays private.
02

ACE-NSI Cyber Security

AI Security & Governance Consultant · Mar 2026 to present

Cybersecurity consultancy · part-time, remote

I designed ACE-NSI's method for assessing Shadow AI in the regulated firms it advises. That's the industry's name for staff pasting work into AI tools their company never approved. The method lists the AI tools in use and rates each one on how sensitive the data going into it is and whether any control covers it, which together give a risk level. The findings are then mapped to GDPR and the EU AI Act, with NIS2 and DORA added where they apply. I wrote it up as a sample report on a made-up company, so the deliverable can be shown without anyone's real data in it.

I also tested two AI-security platforms hands-on. One caught a test string typed into ChatGPT and warned the user in real time. The other inventoried the agents and MCP servers in a demo environment, skills included, and graded the risk of each, with findings tagged to the OWASP Top 10 for LLM applications. They cover different parts of the problem, and I wrote a guide to which control fits which situation.

People often ask whether Microsoft Purview already covers this, so I checked Microsoft's documentation. Purview blocks prompts for about 18 AI apps, in Edge only, and Claude and Le Chat aren't among them.

I've also worked on their lead generation, and built a Python pipeline on the Claude API for researching target companies and keeping the CRM in step with the outreach.

  • The method, the sample report and my test notes belong to the consultancy, so none of them is published here.
  • The Purview figures come from Microsoft's documentation as I read it in September 2026, and Microsoft updates that list.
03

Freelance

AI Engineer · May 2026 to present

Claude Code set-ups · remote

I also set up Claude Code for people directly: small businesses, and an individual sales leader who wanted it built around their day-to-day work.

It usually starts the same way. Claude Code reads the files with the person there while they explain how the work actually runs, and we agree a structure before anything moves. They end up with one working folder that Claude Code reads every time it opens. In it is a description of the work in their own words, plus skills or templates for the jobs they repeat, like reviewing a deal or planning a campaign.

For the sales leader the skills draft and never send, and everything runs on their own machine. I design the setup and write the prompts, and they run them, so I never see their files. After that it's coaching, on calls where they do the work and I help.

  • These folders hold other people's work, so nothing from them is shown here, and the clients stay unnamed.
  • No time-saved figure was measured.

Before any of this, there was a massive run of student jobs: bar work, waitering, assistant teaching, au pairing, delivery driving, taxi services, gardening, and a lot of manual labour along the way. These taught me a thing or two, and I'm glad to be doing the AI work instead.

Tell me what you're working on.

We can have a chat about what you need.