Not really. Analog (especially tube) designers are not usually the greatest digital designers. The converse is also true.
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There is no straightforward answer.
It's a personal decision that depends on a lot of things.
What matters in the end is how everything gels towards the end of delivering sound in a manner that meets your expectations.
In general, I would expect the utility of a tube dac to be less for most that also use a tube amp compared to those that do not.
In my own experience I`d say what affects DAC sound quaility the most is the the implementation of a very good discrete analog section and a potent well designed power supply, more so than tube or SS. It also seems this influences the ultimate performance more than the type of digital chip selected.