1. I have read that the WVB will handle 3 C41W clients so having the WVB in the basement should work and you would only need the 1 coax. Haven't read any thing about the picture or sound quality using them. The HR44 Genie does have WiFi built in but there is a wireless CCK for the HR34 but we recommend using the coax hard wire DECA BB or Ethernet cable whenever possible.
2. There is a $6.00 a month additional TV fee regardless if you own the receivers or they are leased.
The tech could use a 4way from the dish to feed the Genie and the upstairs mini and power inserter and a 4way in the basement to feed the three receivers or minis and the DECA BB or just a 2way for the WVB and DECA BB
If the pole mount is the only way to get LOS it will be provided, they dig a hole and pour concrete and up to 20ft of cable will be buried at no cost and $1.00 per foot after the 20ft.