Thing with B. O'Brien is that he's a performer through and through, be it the stunt airshow flying or "acting" out the part of an ace aviator on TV etc. Joe public probably find the showmanship all quite entertaining. Personally, I'm SO glad John Romain took over the pilot training.
The production is much better on this than the Spitfire prog a few months back. Thankfully, this time, they have struck a good balance between covering the history aspects and following the would be "bomber crew" and their experiences.
Who's gonna get Pilot? The helo guy I would think. Though the airline pilot may clinch it if captaincy / systems management comes into play.