Well, very, very interesting question...

...
I think, that the first big pressure to have to have this very first Demon is (of course...) over after you have won a Demon (until then you will prpbably never have even dreamed of ever getting one Golden Demon, for hell nothing...

...)... and that is very important, because you know, that you have done good work, you belong to the best painters in the world and you can now start to party hard... (...

...)... Further, you see, that hard work is worth it... you have done something against the odds, people start to know you... quite cool as for me...^_^...
But after that comes the problem, that you have to redo your victory... and soon you become scared (just a little and, well, I just heard about that somewhere else... my... ehmm... cousin told me that, yes, I swear...

...

:):)...)...
Ok, you start to think about the moment, in which you have won the Demon (you know how it was to walk up the stage, the crowd, the noise... everything...) and while you are painting your contribution for the next year, you start to panic a bit (again, cousin...

...)...
Then, In my opinion the worst moment in this whole Golden Demon thing is the moment you see the contributions of others in your category (well, there are always some things you SWEAR are better than yours and you "see", whether your mini is good enough...) and the moment you face the scene looking at this dude with the microphone declaring the winners... Thoughts get rushing through your mind like "What if it was all useless and what if i won´t win anything...?..." and you are pretty sure you ain´t win shit that day... but then... you win, and you cannot really believe it for a while...
Ok, if your work is really some kickass stuff and you know it´s good you might not have these problems (Remember: my cousin... ehmm.. Maff had...

...) but you will very probably lose your objective opinion of a contribution you have seen more than 50 hours...

... and because of that these little, nagging doubts come to your mind...
In the end all this don´t matters (well, you have won that crappy Statuette, you know it´s worth it...

...), but I personally (...!...

...) think, that being... well unsure or even scared about one´s contribution is totally ok...

...
Very interesting question, again...

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