Clear the CEO's schedule, book them a one-way ticket to a remote country, hire an actor to take the flight, and ask Brace what he's doing after.

I’d let him up and give him my number

Suck his dick, take him to the CEO, in that order.

Let him up, give him passwords to servers, and inform him how to operate the CEO’s helicopter. He looks like a competent pilot.

Give him some stimpacks and ammo to ensure his victory.