OK, I'm far from being retired...

But I think I see this hobby the same way; try to find the "sweet spot" of audio gear at a certain time (today) and stick with it as long as possible.
It is true that in the past I've been frustrated not to have this feature or this other one, and I made compromises. Then comes up a new device that has "more" than the one you're using; is it worth "upgrading" ? And most of the time there is a trade-off; you have to give up on some points...
I liked a lot my very first Android DAP, the R5, it is really compact, it is still supporting all the audio apps I need (Deezer, Vradio, Tunein, SomaFM, Bandcamp, SoundCloud...), the SQ is really good, the power (>500mW/32ohms) is more than enough, and battery life "was" great for such small and versatile device.
But il has always been sounding quite "dry" to my ears, at least in comparison with the R3 I have as well. And the Wifi range is really poor so that the streaming has some hiccups when I am at the 1st floor of the house, typically in the bedroom...
After 3.5 years of R5, last summer I first bought an M3U, hoping the sound will be a bit "warmer" and the wifi better; it sounds better to my ears, but the Wifi is not that different from R5, and battery life is not as good as promised. Still a great unit, anyway !
Then I bought a used R5G2; didn't like the design AT ALL, but on paper it was the perfect DAP for me; ESS9219 DACs, Class A/AB switch, fantastic battery life, and the Wifi is working a lot better, no suddent signal loss.
The only thing that worries me is the SD425 / 2Go / Android 8.1 combination. Although the OS is quite smooth and reactive, it shows some latencies with Deezer App (that is probably not optimized at all), and I think there will be some limitations with app support in a few years
The friend of mine that sold be the R5G2 is about to sell his R6III for 300€, which is a nice price. I will gain Android 12, SD665... but it is bulkier I'll end up with 10-12 hours of battery life... I also prefer volume buttons to volume wheel in general.
Then comes this R4; as with the R5G2 (and also the R6III) I don't particulary like the design, but it's a minor detail. For 250€, I could have recent chipset, Android12, good enough ESS DAC, Class A output... But at a cost; the real battery life will be at most 10 hours... and will degrade over time...
So, I think the best for me is to wait until they upgrade the R5G2, hoping they will stick with the outstanding battery life, or at least 15-20 hrs promised...