'evolve from entry date' meens that the position of a ship on its waypoints will evolve from the start of the games time line which is '38 or so. Basially it moves it to where it should be at the time you start either a campaign or single mission. It is most useful in a campaign.
Eg: You have a ship in harbour set to evolve from entry date: without setting this every time you start a campaign mission the ship will be in exactly the same place. If you switch it on then it will have moved at mission start depending on the time of day and waypoint posistions and be at another part of it's path.
The second one is just as simple:
Contact automatic Report (Min) -1 Probability (%) 100
The first number is the interval between the game checking to see if there is a contact report to be generated. I think it is in seconds so an interval of one munute between every check will be 60. The probability is self explanitory.
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