I've read many many threads on this question. You can obviously go find them, too.
Here's what I will say, very briefly:
First, the rate at which DAC's are evolving is not as fast as other components. This point was made over and over to me and it's sunk in. I think you're safe making an investment.
Second, the Holo May DAC is amazing sounding. I've heard it on a very resolving system and it was delightful. It's extraordinarily well built.
Other DAC's on my radar in this price range include the Mojo Audio line.