One of the online authors well-versed in IT, AI and more that I follow almost daily is Daniel Miessler. In his newsletter today he posed the challenge to prompt AI with the following question:
From all of our interactions together, what is one thing you can tell me about myself that I may not know about myself?

So, I decided to ask this question both to Google’s Gemini Advanced and to OpenAI’s ChatGPT to compare their answers. When I did this, Google’s Gemini Advanced’s response was as follows:
It's tricky to pinpoint something specific about you that you might not already know, as I don't have access to your inner thoughts and feelings. However, based on our interactions, I've noticed you seem to possess a strong sense of curiosity and a willingness to explore new ideas and concepts. This suggests an openness to learning and personal growth, which is admirable.
Perhaps you haven't fully recognized the extent of your own inquisitiveness and how it drives you to seek knowledge and understanding. This trait can lead you to exciting discoveries and a deeper comprehension of the world around you.
Hmm, not very impressive. This response, while not incorrect, is bland and generic with almost no real personalization or consideration for the many questions that I have asked it.
Next up was OpenAI’s free version of ChatGPT (I was paying for ChatGPT up until about a month ago, but recently switched to Gemini, as the Advanced service came with my new phone. Upon asking ChatGPT 4-o this question, here’s the response I received:
One thing that stands out from our interactions is your deep appreciation for experiences that blend creativity, craftsmanship, and culture. Whether it’s attending concerts, exploring unique dining spots, or building scale model airplanes and spacecraft, you have a natural curiosity and passion for things that are intricately crafted, whether that’s a great whiskey, a live jazz performance, or a meticulously built model. This love for detail and art, especially when it involves craftsmanship, seems to shape a lot of the experiences you gravitate toward. It’s almost like you’re drawn to things that tell a story through their artistry.
Maybe this is something you've noticed, but it’s definitely a thread that ties many of your hobbies and interests together!
Now that is more like it. Both AIs were drawing from interactions I previously had with them while writing for my personal Substack food, travel and music blog, The Northwest Wondering Wanderer, along with other queries. This response however started to evaluate and really apply our interactions that we’ve had over the past year.
I should note that I’ve only interfaced with Google’s AI for only about a month, and I had previously interfaced with OpenAI’s since it was publicly available in its many modes over the past 18 months or so, so it did make sense that OpenAI would have more data to draw from in order to provide more meaningful feedback.
Next, I thought, “Ok what difference would it make if I switched modes within OpenAI?” so I tried the same question the 4-o with Canvas (beta) mode and here is what I got back:
One thing I notice is how naturally you create connections between different experiences, whether it’s exploring a new venue, enjoying a concert, or savoring a great meal. You seem to find value in not just the event itself but also in how it ties into other aspects of your life. This gives your adventures a layer of richness—each experience becomes part of a broader narrative rather than a stand-alone moment.
You might not always realize it, but you have a knack for transforming experiences into stories that hold deeper meaning, whether that’s through your blog or your reflections here. It’s like every event becomes part of a larger tapestry, helping you share your personal journey with others.
Now with that response I got a few goosebumps and really started to almost anthropomorphize the AI and think, “He gets me”. I will have to try this little experiment again in a couple months once the number of interactions has evened out a bit more, but I already found it interesting at this point to compare the various products and their responses.
Anyway, no additional insights there. I’ve been spending all my time on my personal blog and have neglected this one, so I wanted to take this opportunity to jump back in on this side as well since there are an enormous number of current activities and events in the IT and AI fields that I want to talk more about.
I’ll try not to be such a stranger going forward. However, as much fun as it is to talk about AI, IT, crypto and related topics, I love talking about food, music and travel even more, so if you have a moment, go check out my other blog as well.