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Is it possible to deep strike the Tau drones taken as a vehicle upgrade? Lets assume the mission in question allows the deepstrike rules for the purposes of this discussion.

If so, do they drop as a squadron? or independently (as pairs)? How many rolls are necesary to bring them on, just 1 for the unit, 1 for each pair?  What might be different for say, drones from a unit of Pirahnas vs a single pair off of a devilfish?

???

As they are part of the vehicle ( at least until they disembark) they must enter play as the vehicle does.

The Gun Drone entry on page 30 says that the Drones can detach in a Tau Movement Phase. So they would have to start the game on the vehicle, since no option is given to detach them at any time other than the Movement Phase.

Are there any rules that allow the drones to detatch while off the board? Nope, so I'd say no they can't.