[Jun8]

Actually I meant Thinking Fast and Slow but somehow typed Blink, sorry about that.

There are two different kinds of generalization here, I think:

As you state, "Brandon" probably has had to endure many other forms of racist behavior, e.g. taxis not wanting to pick up black clients, so his generalization to the new domain Uber was perhaps justifiable, but how about generalizing to AirBnb. AirBnB host population may be very different than the general population "Brandon was used to deal with" (I don't have data to back this up, hence the "may be", but I think that is a very high probability hypothesis, esp. in SF) yet he was quick to generalize, although the refusals may have been due to other factors. In other words "Brandon" has reliable data from a different population that he is now attaching to a new population.

The OP and greendata, OTOH, are generalizing to various beliefs based on a single data point of "Brandon".