I know how tempting it is to smooth the way for our kids but my first thought is "why did you book the ticket rather than let him do it and why are you calling his boss". I do know the answer to those questions. I have two sons and their Mom used to do this. She'd balance their checkbooks, remind themof appointments etc. I told her that she needs to not deprive them of the life lessons they can learn by making mistakes or having things go awry and then learn how figure out how to make things work for themselves. Sometimes necessity is a motivator. If they are too fat and happy , so to speak, they won't feel any urge to get on the ball, move forward and progress.
This is easier said than done....very difficult to sit back and hope they work things out. It's best to offer advice and hope for the best rather than get in ther and manipulate.