Yes, and Yes. All my streamers are squeezebox's, some are real squeezebox's , and some are Pi H/W and squeezebox MAX2Play S/W . If it is Squeezebox H/W I usually use the built DAC, if it is Pi H/W then I use a Benchmark DAC1, or the the HighFi Berry DAC card/Digital out to the onboard DAC on my surround sound processor.
Scott