AI Systems for Senior Leaders
Custom working systems on your machine in weeks. Built for your needs and challenges. Second brains, memory vaults, personal assistants and more. Let me help you do more with AI.
The Work
A personal AI system built around how you work. It starts with a short audit that also gets one useful thing working straight away, then the full build, a handover so you're self-sufficient, and follow-ups for tuning.
What gets built depends on you.
What you might get
Starts with a short audit that ships one working system + a roadmap, then the full build, scoped to you.
Ongoing, embedded AI operations leadership. We start with a short pilot, a week or two where I learn your business and build one high-leverage system, so you see real value before committing to more.
After that I work alongside you, anywhere from half a day to two days a week, teaching, building, and helping hands-on. I'll be the person who owns AI for your team and makes adoption actually stick.
Ongoing partnership · scoped to the days you need.
A half-day, hands-on workshop crafted around your team and what your company actually does, not a generic talk. The landscape, using the tools far more powerfully, what automation and agents can do, and how to work safely. Everyone leaves having built one useful thing for their own role.
For teams I'm already working with, or via a personal upskilling budget.
"It's where I look first thing in the morning, and where I can stay afloat of all the moving parts of running my team."
CEO, Venture Firm
Proof
The chat window → a real system
Their CEO was running everything through web-chat AI, powerful, but trapped in the browser, losing context every session and unable to touch their own files.
I upskilled them onto a proper second-brain system: an Obsidian vault with Claude working on top of it. No more context drift. They now work directly with their own documents and take on far more complex tasks, with real trust and transparency in how the system reaches its answers.
Obsidian vault · second-brain system · works directly with your files · trust & transparency
"Owen gave me a primer on the state of AI tooling, and we then created my own HQ for all my projects and commitments, my meeting transcription and action items, email priority triage, and search system. It's where I look first thing in the morning, and where I can stay afloat of all the moving parts of running my team. It's been huge for levelling up my effectiveness. Highly recommend."
CEO, Venture Firm
Drafts every email. Sends none without a yes.
Their CEO now has an agent plugged into all their files, emails, messages and calendar. It preps them for calls, reminds them what they need to hit, briefs them on clients and partners, gathers the day's news, and retrieves any document on demand.
It even drafts their emails, presenting each one and sending only once they approve. A human-in-the-loop system they actually trust.
Files · email · messages · calendar · call prep · briefings · human-in-the-loop
The Gap
Most leaders know AI should be doing more for them than it currently is. They've tried ChatGPT, sat through a webinar, and still lose their days to email, prep and admin a well-built system could carry. The problem isn't the tools. It's that nothing has been designed around how you actually work.
A generic prompt pack isn't a system. A company-wide AI policy isn't a system. A system is something that runs, built around your role, your tools, and your way of thinking, installed on your machine and working without you having to think about it.
The market is full of people who'll write you a strategy or run a training day. The rare thing is someone who designs the system and builds the working version, the data vault, the assistant, the automation, and hands it over running. That's the work.
Why Me
Clinical-grade trust
15 years building healthcare and pharma software where mistakes and data sensitivity genuinely mattered. Your Slack, email and files are handled like it matters, with the option to keep everything on your own device. Almost no AI consultant can say this.
Builder, not advisor
A working system on your machine in weeks, not a deck, not a course. The data-vault and assistant builds are concrete, rare, and already in production for real clients.
Founder + designer + teacher
I've sat in your chair as a founder and CEO, I design for how people actually think, and I teach you how to unlock the power of these tools. You leave empowered, not dependent on me.
The track record behind that: VR therapy for anxiety, clinically validated across published trials and used by the NHS. Drug-discovery tooling built with a global top-5 pharmaceutical company. A £20M Cancer Research UK programme. I designed Ireland's first BA in Game Design and ran workshops for clinicians, executives and students. And I run these AI systems on my own work every day.
I work across every major model and platform — the difference is always the system around them
Let's Talk
I work with leaders and organisations in Toronto and remotely. If this resonates, or you know someone it would suit, a short call is the best way to see if there's a fit.