First off thank you so much for answering, I asked this a couple days ago and no one answered so I thought I was SOL. The Caldigit looks like an awesome choice for my needs (even though the USB 3.0 isn't bootable. Hopefully it all works out without many issues. I know just having 3.0 can cause some so I am a little worried
I have used this little $40 dual channel eSATA card in the past from OWC and it is bootable. It does not support port-multiplier, although they have another model which does (if that is a requirement for you).