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Sometimes it is a long time, sometimes it is a short time, sometimes it won't update unless you stay in free roam for the whole time, and sometimes it just flat out glitches and won't update for a long time.
My information is old, but while Rockstar apparently fixed the problems like twice, the exact same issues happened still for most players even after those fixes and I didn't keep track of if Rockstar fixed it again or not.
I don't know of any workarounds or things you can do in the meantime that might trigger it to get started again. Some people when glitched could even by a replacement business that would also never start up because the glitch carried over.
If you fail to defend your business from a raid (i.e. kill all police, retrieve stock, bring back staff, etc.), you need to start from scratch by doing the initial setup mission, launched from the laptop inside the respective business.
The aircraft controls are in a different section, all their own. You need to make your changes there