>I find that digital devices are complicated enough that, unless I'm buying well-researched, high quality products, compatibility issues lead to glitches. I still encounter lots of glitches with Bluetooth, so I'm not ready to give up my trusty 3.5mm jack as a reliable fallback.

That seems like more of a function of wireless vs wired than analog vs digital. Audio over HDMI or optical seems just as reliable as 3.5mm.