From Prompts to Processes: My AI Automation Journey

Through conversations and interactions at conferences this year, I’ve noticed that most people in finance and actuarial work have the AI awareness piece—they know the tools exist and are actively using ChatGPT or CoPilot daily for quick tasks, such as drafting emails or refining text. What I keep hearing, though, is a desire to go further, paired with uncertainty about how to start moving beyond simple prompting into building more powerful automations. I felt the same way, and I wanted to upskill in this area—so I thought, why not document the process and share my journey?

I’m going to share my own journey of self-teaching, experimenting, and building test cases that mix traditional automation with AI-powered workflows. The aim is to give a practical view: not just the steps, but also the real-time commitment, the tools I use, the costs, and what I’d do differently if I had to start again. Hopefully, this helps others determine if this is something they can work on in their free time and on weekends, or if it requires a deeper time investment.

The Challenge

Between now and Christmas, I’ll be working on and sharing at least three AI automation projects. I've picked personal productivity use cases for tasks with outcomes that I value however consume much more time than I want to spend, or end up getting deferred or skipped altogether!

Each of these will get its own post later in the series. I’ll cover how I designed it, the build process, what worked (and what didn’t), plus the lessons learned along the way. I’ll also share any available learning resources I found useful—tutorials, platforms, open-source tools, and communities—as well as the actual time and cost involved.

Why I’m Sharing This

This isn’t about presenting polished products or a “perfect” way of doing things. It’s about showing the real learning curve, trade-offs, and stumbling blocks that come with trying to build practical AI automations while balancing a busy professional life. My hope is that by being open about the process, I can help others in the actuarial and finance community see what’s possible and where to start.

I’m also doing it to keep my continuous learning commitments on track – setting challenges with deadlines and making them public is a great self-motivation tool to keep going when life gets busy, or when I reach Dunning-Krugers valley of despair!


This is just the introduction to the series. Next up, I’ll dive into the first use case: building an agent-of-agents personal assistant, and what I learn from putting it into practice. As the first in series it will focus heavily on the educational resources I used to get started, as well as software choice.

Do you have a process you have wondered or wanted to use AI to help automate or improve but not sure how to get started? Let me know below and (time permitting) i'll add a 4th use case of the one with the most interest.

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From Training Videos to My First AI Personal Assistant