Do you have the same issue if you follow the OP’s steps to reproduce it?
Yes
Provide extra information to complete the original description of the issue:
A very common issue. Take a look at this thread I created a while back. To ensure you have a better than average chance of the sim correctly logging your takeoffs, and your landings, following along with in-game ATC is the way to go. Essentially you have to nudge the sim along to the right stage of the flight to ensure your takeoff is recorded. Skip a step, and it won’t log.
At the top of the screen there is an option to enable that window, the “Objectives” window. If that window is expecting you to do something next, like taxi somewhere, and you arbitrarily take off, chances are that won’t be recorded.
I would also strongly disagree that the issue is resolved.
If relevant, provide additional screenshots/video: