Hi Bsummit,
If you want to have a satellite signal in both the living room and bedroom, here's the ideal situation:
1) Your satellite dish has 2 or more coax feeds coming off the LNB.
2) You hook both feeds to the connectors in the UDC. (There are probably 4 marked satellite; 2 for Living Room, 2 for Bedroom. It's usually the left of each pair, but sometimes can be wired differently. The right of each pair goes to the roof.)
3) You put a separate receiver in the living room and another in the bedroom.
If you have only one coax line coming off the dish, but 2 receivers, then as suggested earlier, you need to split the signal. Best to do so in the UDC so you can then run one line to the living room connector and the other to the bedroom connector. Note that splitters for satellite signals can be difficult. They're not the same as regular TV or Cable splitters and if you have a High Def Dish/Receiver, it can be more difficult to find a splitter that works.
If you have only one receiver, then you need a way to get the output of that receiver to the bedroom. Here's something that might work: If the receiver has a coax output, you can use a regular TV/cable splitter to split the signal coming out of the receiver. One side of the split goes to the living room TV. The other side would go to the TV/Cable coax connector on the wall of the entertainment center. This other end of this coax line is the cable connection in the UDC and the bedroom and basement connectors are in the middle of the run. The TV signal booster would have to be off. I've not tested this, but assuming the splitters Heartland used are bidirectional, it should work, even though signals generally go the other direction on this wire. Of course this also means that while you're hooked up this way, you may not have an over-the-air TV connection to the living room.
If the splitter doesn't have a coax output, you may have a much harder job. As JimToo suggested, you might run a cable from living room to bedroom. It would have to be something matched to the outputs of your receiver and the inputs of your bedroom TV.