It seems that people are focused a lot on the visualization as a tool for removing biases, rather than as a tool for mapping biases. Indeed, visualizations can have value as a summary tool rather than as a way to logically constrain thinking.
Some examples of such visualizations:
scatter plots to summarize a pattern
visualizations that use dots to convey the scale of a number intuitively (e.g. 1 person = 1 square, etc)
In these kinds of visualizations, you get a different way to look at the problem which may appeal to a different sense. I can already see value in this as a way to summarize biased thought.
That said, I do agree with the comments about perhaps tuning the diagram to provide a bit more constraints. Going off of abramdemski’s comment above, I think perhaps coloring or changing the lines by the type of reasoning that is happening would be useful. For instance, in your examples, you could have the attributes of “future prediction” for the planning fallacy example or something like “attribute inference” for the Bayesian inference example and maybe undistributed example. By disambiguating between these types in your diagram, you can add rules about the necessary input to correct a biased inference. A “future prediction” line without the “outside view” box would be highly suspect.
I agree that at first glance, it may seem like advertising, but it is different in quite a few ways:
The service Jonah and Vipul offer is free. They are doing this for the benefit of the community, not for themselves.
Jonah and Vipul seem well qualified to actually advise people.
This is in the spirit of self-study and improvement that perpetuates Less Wrong.
Really, I see nothing wrong with offering rational advising on a site that aims to improve human rationality.