@jaywings you make a good observation here regarding Oleander and Lili:
Interesting. So he knows she’s the daughter of the head of the Psychonauts and he knows that she’s super powerful. He either doesn’t know or doesn’t feel comfortable using her name. Sasha and Milla call her by her name and use endearments towards her - not unusual for Milla, but even Sasha calls her “darling”. This suggests that Sasha and Milla have a close relationship to Lili - and therefore we can infer that they are closer to Truman than Morry is as well. It is implied in the first game and also those backstory documents that Sasha and Milla are higher-ranking Psychonauts than poor Morry is - he does call them “special guests” and “superstar Psychonauts”.
It seems that Sasha and Milla have been rubbing elbows with the other power-hitters in the Psychonaut world while Morry has been slipping under the radar. He was able to get quite far in his world-domination plans without either of them having a clue and was therefore able to get the jump on them, which speaks to the danger of assuming that people of lower stature (no short-joke intended) pose no threat to you, or of underestimating the lengths that disrespected people may go to get respect - even people that you know.