Advice going from CDP to DAC?

I have 2 cdp Sony 5400 es and cayin cd-17
Great units!
Lately I realized that I listen the same music,
On and on, instead of my iTunes 30,000 already, so I would like to hear from you guys, guidance trough selection for a good dac less than 2k and steps to make this work from my comp or iPod matching that library!
The rest of my gear it's parasound halo a21, jc2 preamp and Dali helicons 800 mk2 thank you in advance