You're likely thinking of "We Still Don't Get Things Done", posted 11 days ago:

https://www.wired.com/story/to-do-apps-failed-productivity-t...

https://news.ycombinator.com/item?id=28010716

And yes, there's a lot there that resonated strongly with me.

The cars-under-tarps anecdote is an excellent one. As life goes on, one accumulates an ever-growing list of gates which have closed irrevocably behind one. The German word Torschlusspanik is a brilliant invocation of this. The English equivalent is roughly "mid-life crisis", though the German captures far more of the essence and slowly-building grief.

https://blogs.transparent.com/german/torschlusspanik/

There's saying (memory says Chinese though I'm unsure and can't locate it): a wise man is prepared to part with his possessions several times in his lifetime. That might extend to dreams and expectations as well as physical cargo.

There was a good discussion a few months ago about the high attrition/ low retention rates of todo apps:

https://news.ycombinator.com/item?id=28010716

As usual, YMMV, but it’s certainly a prevalent enough phenomenon to indicate that todo lists aren’t enough for many people.