I’ve had a Hugo, a TT and now own an MScaler/DAVE and have been very happy with how they sound. If you can get a Hugo2 I am sure you will enjoy your music. My take away reading all the Chord threads in headfi is that you if you want to squeeze the last drop of performance out of their DACs it’s safest/best to use a low power, or even battery powered, source that is doing as little as possible for the DAC. So a Raspberry Pi would fit that strategy, as would a 2Go, But if I were you I would read the huge 2Go thread on HeadFi first - the product has given rise to tales of woe and frustration that would put me off, although maybe they have solved the many problems by now. An alternative might be something like the iFi Zen Stream - there is a thread about it on here.
IFi Zen Stream: New iFi Zen Stream device - #222 by Louis_Butwin