uke has the right idea : )
i will say, that by the time you spend the money on 2 used bikes of low quality, repairs on them, AND commuting equipment, that's $950 dollars you said, you could have easily bought a brand new high quality commuter with all the bells and whistles and simply carried repair equipment with you, i really don't think multiple bikes are necessary, maaybe a single speed/ fixed gear for the winter, but there's an easy way to fix that : P get a single speed for your commuter.
or you could have gone with the craigslist thing, and bought a higher end bike that was ready to hit the road (or 2 if you really wanted 2 bikes)
however there is something to be said for a lower end bike, they are much less likely to be messed with, even with good components, people rarely mess with schwinn bikes around here
either way, looks like you have a nice setup now : ) happy commuting!!