Native DSD versus DoP

How big of a deal should it be to ensure one has true native DSD capabilities in their digital front end?  Case example: I have a Lumin U2 Mini and a Denafrips Pontus 15th (out to McIntosh C53 and MC312, B&W 702 S3, REL t/7x).  I am thrilled with the SQ and I am really enjoying downloaded DSD playback.  I am just curious - would anyone suggest that I can match or beat this SQ with a non-native-DSD-capable DAC?  I mean, for a comparable price?

I play SACDs on an MCT500 to the DA2 in the C53.  Would anyone suggest I can get better SQ running SPDIF to a separate DAC?

P.S. If you think my speakers are a weak link, that's fine.  Assume I upgrade them, does that change your answer?