A couple things -
plays free. If a track is set to plays free (and you are not in any recording mode), using the track buttons 1-8 triggers the audio and buttons 9-16 trigger the machine. The difference is that triggering the audio will do as you say - play it straight through (and loop or not depending on the OneShot and TrigMode settings). Triggering the machine (9-16) means all the setting in the pages and all the p-locks apply and your track will fade out as desired.
Pickup machines - there are a lot of threads about them here. I suggest reading through all of them and then deciding if they are useful in your workflow. Some people love them, some do not, most folks try them for a bit, get frustrated and then end up using Flex machines instead for most of their work.
FX - personally, I don’t like them. I sometimes use the delays for the fun of it, but I have higher quality outboard and always have the OT outs routed to my patchbay for easy effects additions. I would have wished they spent the time and money on other features and used the code space and UI to make other aspects of the machine more full featured or clearer to understand.
Sonics - the OT was sold as a Dynamic Performance Sampler. It was not sold as a 1 for 1 192 KHz, 24 bit audio recorder. If you need perfect sampling and playback, this is not the device for that. The OT was designed to sample, mangle, resample, mangle more, and resample again. Can you get good sounding samples out of the OT? Yes, but it requires work and some would argue the results are not perfectly matched to the original sources.
Pops/fades/looping - no comments here since that’s something I don’t care about. Others have posted about minimizing the loop point pops/clicks, but again, if this is critical to your needs, the OT may not be the best choice. Can you make seamless loops? Yes in a lot of the cases. People will say they always have pop-free loops and it may be true for the kind of material they sample. For others, it’s frustrating and time consuming to get it perfect.
MIDI Catch - after reading through all the posts, I finally understood what you meant. The OT does not do this and never will. If you need this, you will have to write a buffer layer of software between your controller’s MIDI output and the OT MIDI input. Things like Lemur may work, or MAX/MSP or ctlr, or other stuff, but you will need additional stuff to implement this feature.
I hope this helps.