Yeah, I’m in a very similar situation (amp dead) and using my iPad into a Dragonfly Red via Apple Camera Adapter feeding Hifiman HE400S ‘phones. I have to say this little rig produces many of the characteristics I like about my big rig including neutrality, transparency, and very good imaging and soundstage (for me in headphone world that translates to outside-of-the-head imaging without localizing the sound of the speakers). I tried the Jitterbug and didn’t like it at all with the Red — it created a veil and collapsed the soundstage. There’s a pair of open-box HE400Ses on Amazon for $149 from the same place I bought mine (also open box), and if you haven’t tried a pair of good open-back cans they might be worth considering. Anyway, FWIW.