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Facts, not opinions
Most tools ship an opinion about how you should work and then spend their lives defending it. A tool built around facts has nothing to defend. It shows what's true and lets you decide.
Why you keep missing deadlines
The deadline you miss is rarely the one you forgot. It's the one you were sure you had time for.
Your deadlines are a shape, not a list.
Once you carry more than four or five open items, your mind stops working in lists and starts working in shapes. The shape has weight, dependencies, and movement. No list tool renders it.
Past five, the threshold.
Most productivity advice is written for the early part of the load curve. It works for a week with three deadlines on it. It quietly breaks above five, and almost nobody names the threshold.
The re-sort cost.
The cost of a re-sort isn't the minute it takes. The cost is that this happens ten or fifteen times in a normal week, in the background of every other thing you did. Nobody else sees it. You don't either.