Octavian in season "one" will take the virtue: Independant study (HoH: M p86) for his efforts in understanding the situation that is transpiring and acting usually in the best manner. However, he also earns the flaw Unbearable to Demons HoH: M p87) as his fight with Metron and his demon, as well as his past fights against the infernal have made it so Hell can no longer tolerate him. Cost 5 XP/vis; gain Independant Study (minor, general) & Unbearable to Demons (minor, general)
In Season 2: Parsing through Metron's journals and lab texts, the confusing testimony from Abaddon, and drawing the various other insights he has learned a great deal of the machinations that are taking place and seen through many of the deceptions. Cost 10 XP/vis; gain Clear Thinker (minor, general).
Also in season 2, Octavian by virtue of the Great Talisman virtue, gains the talisman attunement +10 vs demons from the red coral in his ring.