I'm sure you've all been waiting on pins and needles to read the next short blurb about Maestro... so here it is! This is his character description from the second draft of Wing Commander Prophecy...
2ND LIEUTENANT MAX
Wingman. Early twenties. Bright, winning, immediately likeable. Casey's closest friend since their first day at the Academy.
Though not quite as capable as Casey, Maestro is a precise, calculating pilot -- hence his callsign. But first and foremost, Maestro is Casey's friend. Secondly, he's still one of the best pilots Confed has on its roster. And thirdly, Maestro is something of a ladies man. Or at least he thinks he is. Quick to flash holos of various ex-girlfriends, this kid sometimes comes off as a younger version of Maniac; a braggart and womanizer in training.
It's not surprising that Maniac abhors Maestro. Perhaps he reminds him too much of the worst side of himself -- or maybe he just can't stand the competition.