Do you keep your Items/Things in one large file or do you seperate them out by technology?
zwave.items
nest.items
zwave.things
nest.things
etc?
I do neither nor 
I separate by use/purpose:
weather.items
lights.items
squeeze.items
security.items
astro.items
etc yadda yadda…
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I separate mine based on room/location
livingroom.items
bedroom.items