Awesome question from one of the people who makes me scared to write music
I compare myself to others in everything. It's an awful flaw of mine. Being that I've been writing more tonally flexible music like jazz and funk and fusion recently, I've been comparing my tunes to your own, Sam, and to PROTODOME's, Joshua Morse's, Disasterpeace's, Surasshu's (sp?), etc.
Needless to say, no matter how cool a tune of mine is and how much others or I enjoy listening to it, I end up disappointed in myself for not living up to the aptitude of professional musicians, and that's really kind of a stupid reaction considering I've only been writing music for maybe a year or so, and not even consistently at that. Regardless, it's an inevitable reaction, and I remedy it by sending my music to some of those musicians whom I really respect to get feedback. Just hearing from any musician I respect that they like my tune is enough to keep the fear away... til my next tune.
I'm still sort of in that early phase of composition where every time I write something, I think, "Wow, did I really make this?" So at this point in my music-making career, I'd say I'm still seeking validation as a member of the cool kids club of composers. I want others to say "Wow, did you really make this?"
So in that sense, yes, whenever I even think about writing a new tune, I already feel a little defeated and incapable of greater things, almost unworthy of the musicians I look to for inspiration. Scared. I suspect that feeling will abate over time as I feel like I close the skill gap more and more between myself and my "idols."
Nothing would make me feel better and more confident than to be able to stand at eye-level with some of those artists I listed before, but until then, I'll always have a little fear of failure, incompetence, and insufficiency.