Very good writeup.
I think it largely depends on your setting.
If I DJ a wedding I am not taking risks. I play what I know will work or what they want to hear and can go a full evening with only doing basic blend DJing and moderating the event.
Nearly the same goes for my “chillout” sessions on sundays or “after business” chills. I play deep house, italo house or balearic then (some latino or raggea might catch in) but keep it basically smooth and do not juggle much.
If I play a club or party/rave event, then I go all out and take major risks. I know I can recover if I clean the dancefloor, so I have no trouble doing fun stuff.
The thing however is, all of the above are not easy things to do. Just because you take more risks and do more complicated mixing techniques does not mean it is actually harder (when you mastered the technique itself). It is just different things you watch out for.
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