Based on your description, I would be inclined to think the following three DACs would be brilliant for you:
Rockna Wavelight - This is an R2R DAC with an FPGA interface. It delivers a massive and very engaging soundstage with a slight emphasis on bass which delivers warmth. It is not the be-all-end-all in terms of detail but it is very good and one of my favorite products in the $5K range. It lists for $4950
Weiss 501/502 - This is a delta sigma with significant processing capabilities including room correction and analog mode. This has a warm musical quality to it that is just to die for. It is everything the Wavelight is with reference level detail. This will go toe-to-toe with a Chord Dave or dCS Bartok in terms of detail. It lists for $9k/$10 depending on whether you want/need a balanced headphone amp.
MSB Discrete - This is a pure R2R and entry level DAC to one of the best DAC maker's in the world. They have an amazing trade-up program if you think your journey will continue to higher end DACs that makes this a very appealing option. MSB has a warm musicality to it that is second to none. I believe the MSRP is in the $11K range and options can push the price higher as it is highly customizable.
Reviews are available on all of these items. Do a little research and it will boost your confidence. Full disclosure, I am a Rockna and Weiss dealer. I have no affiliation with MSB other than we have several very happy customers in common.
Rockna Wavelight - This is an R2R DAC with an FPGA interface. It delivers a massive and very engaging soundstage with a slight emphasis on bass which delivers warmth. It is not the be-all-end-all in terms of detail but it is very good and one of my favorite products in the $5K range. It lists for $4950
Weiss 501/502 - This is a delta sigma with significant processing capabilities including room correction and analog mode. This has a warm musical quality to it that is just to die for. It is everything the Wavelight is with reference level detail. This will go toe-to-toe with a Chord Dave or dCS Bartok in terms of detail. It lists for $9k/$10 depending on whether you want/need a balanced headphone amp.
MSB Discrete - This is a pure R2R and entry level DAC to one of the best DAC maker's in the world. They have an amazing trade-up program if you think your journey will continue to higher end DACs that makes this a very appealing option. MSB has a warm musicality to it that is second to none. I believe the MSRP is in the $11K range and options can push the price higher as it is highly customizable.
Reviews are available on all of these items. Do a little research and it will boost your confidence. Full disclosure, I am a Rockna and Weiss dealer. I have no affiliation with MSB other than we have several very happy customers in common.