My considerations for this flight in the trusty old baron first would be:
1. Fuel required (IFR, VFR stuff)
Then
2. The payload available = xxx
From there I'd be looking at:
3. Take off alternate (engine failure after takeoff, can't return to land at departure aerodrome).
4. Then ETP, PNR and single engine PNR.
5. I'd also be looking at an enroute alternate for a bolt hole.
6. Then I'd be considering life rafts (400nm limit) life jackets, survival kit.
7. Financial stuff like landing fees is generally handled by the boss, after all they tasked you with the flight. You generally only have to consider the operational stuff. You can ask if they have a preference where you get fuel. Some places are cheaper etc etc.
8. Get an updated wx report 60 mins to your departure time and enjoy the flight!