Alright mate,..
Whatchu wanna do is.... Create a trigger in some random area, near the doc's position in the area, so you know where it is... set the sizes to 0... (Trust me it makes it a lot easier, becasue there aint a big ring around it to make a mess...)
Set it to "repeatedly"
and in the Condition field put:
UnitName hasWeapon "WeaponName"
The "WeaponName" should be whatever the documents are,.. "SSV Documents" is it?
Then on Activation:
RingBearer=true
and on Dectivation:
RingBearer=false
Trust me having it on deactivation makes the mission more stable...
Then, at the extract point create a trigger with a sutiable ring... "group" the trigger to the player, set the activation to "Vehicle". Change the type to "End#", set to repeatedly and have the condition...
this and UnitName hasWeapon "WeaponName" and RingBearer
Put up the mission if you want me to take a look... good luck.