haha! excellent question! Iām in the same boat as you, I donāt own any FLAC and I just stream with Tidal an Qobuz. When I decided that I want HiFi on the go I asked the same question you are.
And the answer is
I wouldnāt stress the Android obsolescence thing too much. Many cell phones and DAPs run on old versions of Android. I would be surprised if a streaming service like Qobuz or Tidal decided to give up that piece of market share. And you could always go with apps like UAPP (USB Audio Player Pro) to stream Qobuz or Tidal if either of those apps dropped support for your specific version. To me the bigger issue is usability of the DAP. Older DAPs with older versions of Android are a little slow (compared to modern cell phones). By the time they drop support for your version of Android, the DAP is probably ready to be replaced (battery age, older processor, limited memory, etc).
This definitely raises the question of your personal tolerance for Android resampling and Bluetooth codecs. If you want bit-perfect playback youāll need an app like UAPP to connect a dongle via USB. (But on the go youāll need local FLAC files, UAPP doesnāt allow for offline playback of Tidal or Qobuz.) So then you get into Bluetooth from your phone, which is very good (IMHO), but your tolerance / patience for this may vary.
Something to consider is your use cases, are you looking for āportableā or ātransportableā. The distinction here is ease of mobility and ease of use while moving around. A little BTR5 in your pocket is very āportableā. A Chord Mojo isnāt very pocketable, and to me fits more in the ātransportableā category: take it to the office or coffee shop, pull it out, and use it. DAPs try to be somewhere in the middle. An R5 is very āportableā, whereas the R6 is starting to edge towards ātransportableā (although some would be willing to pull a wagon behind them with a battery bank and tube amp to get āportableā HiFi, so this is very user dependent).
Good Android based DAPs (ie HiBy R5 that you mentioned) are really sweet to use. They internally work around the resampling issue, so all of their playback is bit-perfect. The native Qobuz and Tidal (and any other app) supports offline content, you just need a big SD card. And they double as mobile audio sources for other DACs and Amps (digital out and analog line out).
At the risk of shilling my own shit too hard, I have a BTR5, iFi xCAN, Chord Mojo, and HiBy R5 up for sale on the Buy/Sell thread. They are all great in their own ways. Iām selling them to streamline my setup, now that I know what my personal use cases really benefit from: āgoodā bluetooth true wireless IEMs (Sony WF-1000xm4) for portable, and one nice DAP for ātransportableā (seriously considering a HiBy R6 given my good experience with the R5). I would be happy to give you a good deal if you would like to try any of these. (okay, shill complete)