It costs a lot for your own flight department, but if your airplanes fly enough- I believe they say over 300 hours a year per air frame (could be wrong on this number)- the costs of flying your own aircraft become cheaper than fractional. As posted above there are definitely advantages for both fractionals and ownership. I'd suggest putting the aircraft into charter with a management company (probably you keep your job, but work more) and at the same time buy a small fractional share or jetcard for the benefits that come with it. It would allow the boss to fly his G-V when he needs it, make money on the side with it when he doesn't, and give the flexibility that the fractionals provide all at the same time. This choice may or may not be the best one for your company since you haven't given all the details of your flight department and the needs of those who travel aboard your aircraft. I'd also suggest talking to some of the sales people at the various fractionals to get more info on the benefits. I wouldn't necessarily trust everything they say, but you could definitely ask further questions here when you find some things the sales people say aren't quite believable. The biggest thing the sales people get wrong or even sometimes intentionally lie about is specific airframe performance numbers- they will tell you the best case numbers and omit the fact that the airplane can only do that with one passenger at sea level and 15 degrees C. Good luck.