I am, by nature, a terribly unorganized person. This hurts and helps me.
My strong disinclination to disciplined pursuit of plans - be it daily schedule, or work priorities, or even product strategy - also helps maintain my tendency to continuously question and rethink radically. That usually helps.
What hurts is the physical impact of this tendency. That is where I am most closely aligned with entropy, especially when it comes to my work spaces. In these, one could find a small sample of the universe - varying actually from paper pin to paper plane, from sugar sachets to microcontrollers - littered in every colour of the spectrum. This hurt because the clutter affects my brain, which just stops working, thereby driving me to CCD or even Pondicherry to get think space.
Thankfully, this is now in the past. I have found a sustainable solution, which might possibly help you.
I realized that cleanliness is as infectious as clutter. Cleanliness inspires cleanliness. And cleanliness inspires creative thoughts. But cleanliness is tough to achieve and maintain.
So I selected a small area, and decided that no matter what, this space shall always remain organized and clean. Let everything else be a mess. That was easy to do. I gradually expanded that clean zone, and consolidated my mess into mess zones. "Gradually" is very important here - one must give time to sustain each expansion of the clean zone. Over a few months, almost my entire workspace - at home and Peach - are clean. "Almost" is also a keyword here - cuz this effort is asymptotic - one might even need some mess zone to remain.
Today, I remain unorganized at heart, but every time I create a clutter, it is so small that it stands out, and I feel compelled, irritated, to fix it - or when time does not permit, move it to my mess zone, which, fortunately, is physically restricted in space.
