I used to be into full-sized cans, but haven't been for many years now. If you do go the IEM route, which many of us know and love, make sure you get one with a good soundstage. As much as I love the sf5pro, it is very 2 dimensional and in your head compared with these new Triple.Fi 10 pro. The TFs are wide open, sound staging is great (vocals are upfront and in the center where they should be, and instrumentation and background vocals are placed widely throughout the sonic landscape), and very non-fatiguing. You could listen to these at a low volume for hours on end without worry. It's initial dark veil is beginning to lift, and should only get better with time. From what I've read, it seems like the TFs beat the e500's sound quality. I haven't heard the e500s myself so I can't say if they are better or worse than the TFs, but the initial impressions would lean towards the TFs being better (from head-fi and other websites). The drivers in these are the same as the UE-10 so you really can't go wrong, as the UE-10's are hailed as the holy grail of IEMs. I'm not sure yet if I like the added 60Hz bass boost on these yet -- only time will tell. What I can tell you is that when paired up with my Go-Vibe V5, I have to keep the EQ set to off. Any EQ will cause the TFs to distort & buzz (except for "bass reducer", which actually works well on a lot of tracks where the bass is a little too much). This may be because of the Triple.Fi's 32 ohm Impedance and input sensitivity of 117dB/mw. The Sf5pro are rated at 21 ohm with an input sensitivity of 119dB/mw and they dont exhibit those same problems. I don't know too much about impedance, so maybe someone could fill me in on this.