Do you think that the DAC in the Amp is the weaker piece on the chain? If this is the case, the new Amp Pro with a better DAC and PFBB may solve most of the issues without of the need of additional external DAC and bypass possibilities.
I think that my Wiim Amp does not sound as good as my Hypex + Pro Plus. However, I still think that the Amp is unbeatable at the price. The set of features (support for streaming platforms, PEQ, sub integration options, room correction...) plus a decent amp stage in an all in one package are certainly hard to beat.
One may try to get better quality for similar price by going separates but size, looks and integration are also important for some of us. Many people are getting the Pro with a good measuring cheap DAC and, let say, Fosi V3 monos. It may sound better with much more power if it's needed but you will have 4 boxes, cables and two gigantic power bricks around (you will be missing the sub output and the HDMI). I have to say that I hate external power bricks but it's just me...