Couple of things:
1. I imagine being off Calypso's path will lead to Orion's death in 0.9. One major thing Caribdis has been implying since the very first batch of 0.9 sneek peeks is that this update will be the first one where it's possible to get Orion legitimately killed for good if you make the wrong decisions. The theory I've settled on is that, if you're on Calypso's path, she'll vouch for Orion, and prevent people like General Arannis from hurting him. She'll likely be the one to step in at the last minute and prevent his hanging. Because, by this point, she trusts him and, beyond that, loves him. However, if you're off her path, she'll regard Orion as just the guy who saved her, and nothing more. Therefore, she won't care much about him dying, and won't bother stepping in. That's my theory, at least.