It is greatly tempting to speak of a specifically ‘Trajanic’ moment in Alexander reception, as this is the only moment in Greek literature in which an ‘idealised Greek’ Alexander appears. This chapter concentrates on his unusual figuration as a philosopher by Dio Chrysostom and Plutarch, which is both decisively Hellenocentric and at the same time motivated by Trajan’s own profile as a philhellene who admired Alexander as a military hero. The uniqueness of this image is suggested by contrast with other near-contemporary texts that are decidedly philosophical – those of Musonius Rufus, Epictetus, Pseudo-Diogenes and Maximus of Tyre – but that either ignore Alexander or see him as a philosophical anti-type. Idealising Alexander required opportunity, which I suggest came quickly in the form of Trajan, was seized upon by a couple of experimentalists, and disappeared just as quickly, at least within secular literature.