Insider trading = Good
Outsider trading = Bad
There is a lot of technicality here. You aren't flying on Air Force One if the plane doesn't have POTUS on it. When Trump departed on the plane, it was before noon, so he was still President, thus he departed on Air Force One.
Take Obummer (please). He was at Trump's inauguration. He left post inauguration on the President's 747, but it was not using the AF1 call signal