http://www.iep.utm.edu/skepanci/#H3
We do not have enough evidence to determine precisely why Aenesidemus found inspiration in Pyrrho. One important point, however, is that they both promote a connection between tranquility and an acceptance of our epistemic limitations (see Bett [2000] for an elaboration of this view). Diogenes Laertius attributes the view to both Anesidemus and the followers of Timon that as a result of suspending judgment, freedom from disturbance (ataraxia) will follow as a shadow (DL 9.107-8). Similarly, Photius reports Aenesidemus’ view that those who follow the philosophy of Pyrrho will be happy, whereas by contrast, the dogmatists will wear themselves out in futile and ceaseless theorizing (Bib. 169b12-30, LS 71C). Although there seem to be important differences in what Pyrrho and Aenesidemus understood by our epistemic limitations, they both promoted tranquility as the goal, or at least end product. In general terms the idea is clear enough: the way to a happy, tranquil existence is to live in accordance with how things seem, including especially our evaluative impressions of the world. Rather than trying to uncover some hidden reality, we should accept our limitations, operate in accordance with custom and habit, and not be disturbed by what we cannot know (see Striker [1990/1996])
The fifth mode shows that differences in location and position of an observed object relative to the observer will greatly affect the way the object appears. Here we find the oar that appears bent in water, the round tower that appears square from a distance, and the pigeon’s neck that changes color as the pigeon moves. These features are independent of the observer in a way that the first four modes are not. But similar to the first four, in each case we are left without any rational grounds on which to prefer some particular location or position over another. Why should we suppose, for example, that the pigeon’s neck is really green rather than blue? And if we should propose some proof, or theory, in support of it being really blue, we will have to face the skeptic’s demand for further justification of that theory, which will set off an infinite regress.
The fourth mode shows that differences in the emotional or physical state of the perceiver affects his perception of the world. Being in love, calm and warm, one will experience the cold wind that comes in with his beloved quite differently than if he is angry and cold. We are unable to adjudicate between these incompatible experiences of the cold wind because we have no rational grounds on which to prefer our experience in one set of circumstances to our experience in another. One might say that we should give preference to the experiences of those who are healthy, sane and calm as that is our natural state. But in response, we may employ the second mode to challenge the notion of a single, healthy condition that is universally applicable.
The ninth modes points out that the frequency of encountering a thing affects the way that thing appears to us. If we see something that we believe to be rare it will appear more valuable. And when we encounter some beautiful thing for the first time it will seem more beautiful or striking than it appears after we become familiar with it. Thus, we must conclude, for example, that a diamond is no more valuable than worthless.