i think i know what may be the problem
the max resource ammount a normal person can hold is 15k metal and 15k oil
if they but the large capacity booster they can hold 30k metal and 30k oil but if they have 15k+ of eather you cannot send them that resource, even if they have the large capacity
check the have under 15k of the resource than try sending as much as you wish/can and see if that than works
if you dont mind wasteing a bit of energy just try sending like 1 oil and see if they get in (aslong as there total oil isnt more than 14,999)