Please help me figure out what I need to do this. My head spins with tech talk..

I would like to add something. your at the cross roads here, you need a new CD player. Tthis is dead or soon too be dead tech, at this point you should seriously consider moving away from spinning cd’s and go with one of the many storage-server-NAS-all in one devices. With the kind of budget your talking you can get a top sounding DAC and a Streamer network assessing player or get something like the Bluesound vault2 or Aurender players they take all your cd’s and store then internally and can stream- network access. This is a better way to spend your money in my opinion as CD player prices in the used market will crash sooner then not as everyone moves to a digital storage system of one type or another. This will also allow you to upgrade DAC's as you like. one thing to remember digital storage has no moving parts that wear out so potentially longer life expectancy.