Hello John!
It is my opinion that you are not really grappling with perfectionism. My guess that your state of 'overwhelm / stuckness' is due to other variables. I hope you don't mind if I try a little arm chair analysis here, for the fun of it. I only bother because it may help to get you thinking carefully about your natural mindset & inclinations. Then you can better build a system that honors what you are, are not, and the way you need to see your work lined-up. So here are my guesses about your situation.
1.
You are probably very smart: Maybe you have the blessing/curse to see many layers ahead, so everywhere you look, mentally, you see coming barriers in your courses of action. Perhaps all the future barriers you see feel like the here-and-now, like rocks forming a wall blocking you, overwhelming you? (David mentions phenomena in his book)
2.
Maybe you are an extremely global thinker... always needing to see the end before ever beginning... meaning you always like to have a sense of where you are at, and going to, in the big picture- including for projects and daily routines... how it all ties together... to know if your life is on-track or not. If this is true, it is just the way you are wired, so your system must accomplish provide that view.
3.
Maybe your time, and mind share, is all swallowed up by minutia tasks & life chores : Some folks are lucky enough to find much of their fulfillment in sustaining an 'empty inbox'. You may struggle with wanting to engage the endless string of minutia chores because they prevent you from doing the things you value most, where you find your real satisfaction. So, maybe for you it feels like a life choice between 'being responsible', staying on top of things, or living your intentions. Having time to do both may seem like impossibility until your hyper-organized life/task system makes it possible!! Thus, you may be fixated on creating the ultimate task & life management system because the alternative is to 'live a life of quiet despair', never getting around to living life on your terms, which is unacceptable to you… so here you are- felling a little stuck??
My extrapolation is probably way off, but I still feel that your 'stuckness' is coming from places other than perfectionism. If so, you may be on to something really big... like solving the paradoxes that slow so many of us from 'getting to where we want to be.'