dbpoweramp is one of the best PC based ripping solutions, but you shouldn't notice a difference on CD's in good condition.
Ok at the risk of pimping Linn too much (as if I would

) This what you should do..... get yourself a Sneaky DS, (should be able to pick one up for your 800 budget) Install Asset UPnP server on your laptop, it's free from the dbpoweramp people, connect up with CAT5 patch lead, and install the Linn software on the Laptop..... Then rip all your CD's, and sell the Arcam and DAC. Job done

With your system I wouldn't waste your time and money with a Squeezebox, the amp and speakers are worthy of decent front end, the SneakyDS will see off most CDP up to about a couple of grand. Any good Linn dealer will give you a demo, or possible home loan.