Don't sweat the jitter. You remove so much grunge by dumping the electro-mechanical-optical complexities of real time playback that what's left is simply not an issue for most folks.
There are some USB DACs in the middle, notably from Scott Nixon. SB2-3 is the other standard choice. There is a clear upgrade path available starting with a $20 linear power supply.
Since you are a Mac guy and will be using iTunes and ripping Apple Lossless, the choice between USB and SB really comes down to lifestyle and convenience. USB is great if you want it in the room where the system and the computer are. If you want to wire the house or access the computer from another room, SB has the advantage as it is a network device.
Either way you are looking at plug and play. The big effort will be ripping your CDs.
Have fun
There are some USB DACs in the middle, notably from Scott Nixon. SB2-3 is the other standard choice. There is a clear upgrade path available starting with a $20 linear power supply.
Since you are a Mac guy and will be using iTunes and ripping Apple Lossless, the choice between USB and SB really comes down to lifestyle and convenience. USB is great if you want it in the room where the system and the computer are. If you want to wire the house or access the computer from another room, SB has the advantage as it is a network device.
Either way you are looking at plug and play. The big effort will be ripping your CDs.
Have fun