It is a big deal itself to have people coming over for dinner for the first time. What if it is your Boss ? How many items would you make and how much will you be willing to spend to make everything look perfect ?
Seafood lasagne, some bruschetta or garlic bread and a nice dessert. How much would I spend? Depends on how many people I'd be feeding, but I don't imagine I'd spend more than I would if I had family over.
I would cook and ensure that the meal was well prepared. But the items would have to be items that I my family members are accustomed to eating. I wouldn't go out the way to prepare strange and expensive meats. Who knows, maybe my boss would love the same things that my family members have been eating over the years.
I wouldn't cook, the resident chef would. Whatever he made would be suitably impressive.
For my father's 80th birthday he removed all the bones from three chickens, stuffed them with brie, semidried tomatoes, and spinach, then wrapped them in bacon, tied them up in rolls with string and baked. I'm still drooling!
Something not too difficult - maybe a simple pasta dish and something for dessert. I'm lucky that I have had bosses who have been really nice and easy to get along with - people who I would consider to be friends. I've had various bosses over for parties over the years and never ended up being fired because of what I served up...Maybe because I always serve the food with plenty of wine lol
Something really simple like a really good steak and salad (after checking if he was vegetarian or not).
Maybe an entree of oysters and some really good fish bought whole and had filletted at the fishmonger, with maybe a simple butter sauce and salad (after checking that he ate seafood).
If he turned out to be vegetarian - I'd either try to cancel the dinner or ask him to bring his own.