LOL, if yours is the GPS receiver that came with Microsoft Streets and Trips 2008, than it is quite possible it will eventually acquire a good lock on satellite signals. Just give it enough time. In my basement it takes about a half an hour . These GPS receivers, based of the SiRFstarIII chipset, are much better than the older generation.
Streets & Trips doesn't have a built-in functionality to enable/disable WAAS. This is often a function of a utility software supplied with a GPS receiver. Alternatively, you could use a program such as SirfDemo. But there is no practical reason for driving purposes to enable WAAS. (However, WAAS seems to still be a good advertising feature )
To avoid having to enter the start location repeatedly, you could enter it once, and then save the file. Reuse the saved file when ever you wish to plan a route (in your basement )