I am about to make the purchase of the IMAC. I am looking at the 30 inch with the 2.8mhz speed, 320 gig hard drive. Also iwork, ilife. What other suggestions do you have.
 
My goal is the transfer the data from my PC and the other Apple and have all the information from the both of them. My understanding that using Bootstrap I can go back and forth, as well as move information from one to the other.


iWork will really be all you need.  I favor it over Microsoft Office at this point.  The 24" iMac is a wonderful machine.  If you want to run Windows on the iMac you'll need a virtualization software.  I recommend VMware Fusion.  It's about $69 and you'll also need a valid copy of WinXP as well.  If you need Microsoft Office (outlook for example) to use inside your windows environment, then that will require a separate purchase of Microsoft Office for Windows.  
I believe there's a coupon code still active on VMware fusion.  Use the coupon code: macbreak for about $20 off.  
VMware Fusion, Run Windows on Mac via Virtualization - VMware

Bootstrap is the wrong terminology.  Bootstrap refers to a part of the operating system at startup.  That is not applicable here.