For 5 years now, I've been using a list like yours to great success. I know before I start I'm going to get things that never turn out, be it due to configuration errors or email being sent, but I also know not everything is going to work. I now integrate all my list items with SnagIt. Let's call it a virtual checklist.
One thing that I can say still needs some work is the statistics within your inbox.
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