Given the money in the hobby now, I find portable audio to be a sinkhole almost the size of full sized headphone audio. You can spend $15 or $15000, like with all audio
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I personally run Computer/Phone TIDAL/Amazon HD/FLAC USB -> Chord Mojo -> JH Layla/Etymotic ER-4p/Moondrop Kanas Pro. There are far more expensive Digital Audio Players that provide source/DAC/Amp, but I can't bring myself to spend thousands of dollars on a portable device that'll be obsolete in a few years, and require me to carry around another item the size of my phone.
If you can deal with the size and weight, the Chord Mojo is the most important part of that chain and I highly recommend it. It's much heavier, and larger than a Dragonfly, but to my ears the sound quality is incomparable. The Mojo sounds every bit like a good solid state desktop DAC/Amp - you're not compromising at all by being portable.
For $80 in the used market, I also really like the sound and build quality of the Moondrop Kanas Pro. It has since been replaced by the KXXS, but the Kanas Pro delivers excellent neutral sound that scales up VERY well with your equipment. When I take it out of the Mojo and plug it into the Taboo, it doesn't miss a beat and just adds dynamics and richness.
Thanks,
Richard