Going Deep: My Journey from ChatGPT User to AI-First Builder

Like many of you, I started experimenting with ChatGPT out of curiosity.

Initially, it was a helpful assistant, assisting with tasks ranging from writing emails to drafting summaries and even brainstorming ideas for presentations. I got good at writing prompts. I learned to coax better answers by refining my questions, layering context, and iterating until the output was just right.

But here’s what I quickly realized:

Being proficient at using ChatGPT doesn’t mean you understand how large language models (LLMs) and Generative AI (GenAI) really work, nor what they can and can’t do to transform a business.

I’ve had the privilege of leading global teams, driving SaaS transformations, and delivering meaningful outcomes. I’ve seen firsthand how technology waves come and go, from the early days of web software to mobile, cloud, and subscription models, but what’s happening now with AI is fundamentally different. It’s not just a new tool; it’s a new paradigm for how businesses think, operate, and create value.

And so, earlier this year, I made a decision: If I wanted to lead in this new era, I needed to go deep.

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Microsoft’s transition to a customer-centric company

High-technology products can be divided into many different categories. One such segmentation is to divide products into those you want to use vs. those you have to use.

For the first group, many Apple products almost certainly come to mind. Its devices are beautiful and designed to enhance the overall user experience. Together, the hardware and software are recognized as being among the best—if not the very best—around.

When it comes to products you have to use, however, did Microsoft come to mind?

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