The problem is that you answered the question before you new all of the facts. You seem to like to pound on your chest a lot.
It sounds like a good gig. If the new airplane still keeps him less than 15 days per month I would not be to aggressive. This is more than likely something I might make as a proposal at my next budget meeting. I would not go pound on my chest as a group of three (acting like a union) and demand more money. Most CEO's who work endless hours or even CFO's like ours who work 50-60 hours per week will not be very sympathetic to your plight. Most of them also know how many pilots are on the street and that you can be replaced VERY quickly. I dont care what kind of aircraft you fly, someone is ready and willing to fly it tomorrow. Show them multiple options. A Budget with more pay per pilot or a dedicated budget for contract pilots. If he is Chief Pilot, he also needs to make the Boss understand how much more work managing the 2nd aircraft requires and that he might not be able to carry his/her full flight load. All needs to be done tactfully and professionally.
Times are getting tough, if he has a flight department in expansion mode, I might be a good team player (if I am not getting abused) and enjoy the ride. Many departments are going the other way. If changing from 10 days per month to 12 days per month makes me more secure, sign me up.
Just food for thought.
I agree with that completely.
I would do nothing if we went from our now ~10 days a month to even 14-15 days. For the money they're already paying I'd be an idiot to say one word. But if it went to flying close to ~20 days a month, thats a big difference, double. But in our case, this is exactly why I'm cleared to hire another captain when I want to, if things do get busier. You now as well as I do, some flight department just do things right.
Yes, unfortunately flight departments are the first things to go in rough financial times.