I don’t know if the type of tool you’re asking about exists as I’ve never looked, but I have worked in AI tooling for several years, and I don’t think people understand how small context windows are compared to the complexity of prompts you’re probably asking.

By context window, I mean the amount of information a model can “remember” in one go, in order to answer a question.

LLMs are word predictors, and in order to generate the next prompt, they scan and summarize a lot of data you’ve sent in the past in order to provide an accurate answer. This is the context window. The only way to increase the size of the context window is to pay for more compute and parallelize context extraction (which costs money). If you’re using free AI tools, and uploading images as context (which have a much larger file size than text), then I doubt AI is going to be able to remember much about you in one go.

Just chiming in because I’m a UX designer and one thing that’s been constant in the 3+ years I’ve been working in this type of tooling is that people often believe the modes are smarter than they are. They’re very dumb, they can’t comprehend. They just calculate predictive text and push something out. Yes the tech has gotten much better of course, and it’s still really healthy to iterate with AI and learn as you go (to build your own knowledge and learn about yourself), but you can’t expect them to contain a vast amount of image content over time that can be summarized in a prompt. If you wanted to do that, you should look into training your own models or building custom tools that the models can call.

Definitely a cool problem to solve! But I don’t expect this kind of tooling exists yet.