Author here! I need to update this article. Years later, I actually got motivated by the comments on HN (whenever this gets posted). P People are always like "why don't you just ship your app?" ... so I did! I'm happy I went through with and it's way WAY better than any competitor in this category Check it out at https://benji.so (landing page is still w.i.p)
My app had some similar aspirations -- to bridge the gap between habit motivation, goal adherence measurement, task scheduling & rescheduling. I worked on it for a few years, and my identity was very much wrapped up in eventually bootstrapping a company.
For me, the decision to let go of the project came in multiple phases, but one big closer was that I simply didn't want to be an app dev in the long run. While difficult to let go of, I currently feel good about the decision. Also, as evidenced by the resurrection part of the story, "nothing is ever fully lost" anyhow, though I doubt I'll ever return to this particular project.
One key idea I had for expanding beyond the "high cognitive load" nature of most productivity apps was to implement a "life module" marketplace of sorts that would let, say, a fitness influencer sell a workout routine + meal plan + journal template one could "install" into their life.
LLMs will also make detecting fall-off and attempting to attribute causes, or respond to "non-actions" much more feasible, which I think is important for anyone not type-A enough to use a productivity app consistently every day on their own.