I don't know what the laws and rules/regulations are in your state, but there may be a thing or two to think about.
1. No matter what, make sure you get them to put a can (transformer) on your pole.
2. Buried wires never get knocked down by wind or drunks hitting poles, or have problems with freezing rain/ice, hung cables never get dug into or flooded.
3. Don't go 200 to your house if you can go 400. 400 is the future, 200 is the past.
4. some electric companies will let you run your own underground utilities (as long as they meet their inspection requirements, and some will let you drop your own poles.
5. grey (electrical) PVC has come down in price substantially since about 1.5-2 years ago. It is easy to setup, and easy to pull (with a little help).
6. Some places may make you have a panel at the pole, meaning everything else is a sub panel.
7. Figure out what all your inspections will total either underground or hung.
8. Consider running 100 amp to your barn/outbuilding. It allows many more uses and can be run from that panel elsewhere.
9. If you can keep two poles I would. I have everything off one main panel to a couple of subs. When I do woodworking stuff I draw alot of juice and it does affect the house.
The only reason I list these things is because I was where you were about 2 years ago. I decided to run underground, dropped my own pole on my land and ran my own electric. I had to sign off with the elec co that everything from the pole to my house was my responsibility. I think running the wire to the house underground with the PVC, all the inside wiring, all the buried wire to the sub in the polebuilding, hiring a electrician to check my work, and buying a friend some beer, and my inspections cost me about 1400 for everything. It may be 100-200 more, but I had some stuff on hand and did some bartering for some 3" sweeps (pricey). I love the underground wires and only having to cut around one pole on my land. The electric compnay gave me a quote of around 7400 for a pole on my land, an above ground transformer, and then everything underground from there.
Good luck.