Black Start Generators (BSG) are used in power plants to provide the "first" source for the auxiliaries subsystems of bigger engines/turbines to work.
For sizing
You need to know from customer what is the load/s that Generator is going to get, in how many steps. Also is good to know if the loads have some particular "limits" on Voltage/Frequency. This data will affect the BS generator selection.
For example assume that the plant has completely stopped - black out.The first source will be the black start generator of 1,25 MVA, providing electricity to a part of the power plant.
Assume that the first turbine oil pump will be coupled to the BSG. If this oil pump is rated at 600kW and starting method is DOL then for sure you will not be able to start the pump with 1MW BSG. The reason is that the impact of the 600kW motor to your BSG will be that much that will cause voltage and frequency to drop too much, that most probably will exceed the motor under frequency/under voltage limits.
PS : In some very bad cases , the BSG may be shutdown at once...
On the other hand if you plan to couple smaller loads in a lot of steps , 1MW is fine. It is all related to the load/s you plan to couple.
For automation , is just like the smallgreek said.
You just need to allow closure of BSG breaker bypassing the synchronizer circuit. You have to be careful on this to ensure that you will not close the BSG breaker on a live bus without synchronizing. Usually we allow "bypass" of Synchronizer and we force BSG breaker closure ONLY when the bus behind is dead (black). You need first to check if the bus is dead , and then to allow closure of circuit breaker without synchro check.