Hmmm, honestly I never thought about this. Probably because there really is no content after the train scene with Shasha. I'll take a look and see if it is possible to set the flags for both. Now that you've brought this up it also has me wondering if we can both Choose to interfere with Christian and Sandra and also choose to record it for Daisy. Also, can we betray the foreman's wife and cover for her at the same time opening up both quest lines. Great question that's really got me thinking now. If I come up with something I'll post it.
Last update this time on Foreman's wife quest. It is possible to do both lines at the same time. Here's how.
Make your choice with the foreman
Save the game
Open your save file in a save editor
Take note of the value of variable #33 Evento Cartas (Write it down)
Edit variable #33 Evento Cartas = 5
Speak with the foreman again and make the opposite choice
Save the game
Open your save file in a save editor
Edit variable #33 Evento Cartas back to the value you wrote down
You can now continue to follow both paths in the Foreman's wife quest line
This doesn't have to be done right after you make the choice. You can do this at any time. As long as you change variable 33 = 5 and only speak with the foreman and then change it back to what it was before then your save file will be fine.