I notice there are definitely very different styles of thinking (obviously) but it really becomes clear when I read articles like this.

I would say that nothing in this article is interesting or new. IMO, it is not helpful in literally, any single way. (That's not me trying to be rude, I believe this is more-so a function of how people perceive information, and there are certain types of information that click vs not... ie, the wrong kind of fuel).

If I had to pick the right balance on any of the projects or companies I start... it always begins with pacing around my house in a deep sort of trance... pacing around endlessly for hours, standing in the shower while I mumble over and over, trying to visualize the entire "problem space." Of course with complex problems you can't do that, so in a sense the visualization I have will undoubtedly "fade" and I must rebuild it again in my mind, again, and again, and again. Each time trying to iteratively hold more in my mind simultaneously, all the different interwoven layers, without it crumbling.

I also use a huge amount of notebooks to draw different diagrams of the problem, usually messy to start but then becoming more refined as I start to slice and dice the different dimensionality of the problem in different ways. How to hierarchize (is this a word?) the different facets, how to split the functionality up cleanly and elegantly.

For me, anyway, I always focus on just 1 word: Elegant, as I feel like that's a great "sweet spot" for me. I try to find elegant solutions to hard problems. I like this word a lot because there exists solutions which cleanly slice the dimensionality of information, either by jiggling the information in slightly different ways (which has a net positive effect on the end user), and the cost/benefit is such that it improves the business side as well. Always a sort of cost/benefit, cause/effect energy going on. Shifting these building blocks, (which also equates to the actual code/features) until there is a nice fit. A good example might be org structure for a company that has all kinds of reselling/affiliate/white labeling options, and how accounts and financials/books are set, where they live, at what level, etc.

They will undoubtedly become more complicated later, as more layers of features and such get piled on, but I just intuitively piece through those scenarios not by reading articles like this and being like "GEE I GUESS I BETTER INCREASE AGILITY!" but by just feeling out the energy of the problem in my mind, poking at it, following it around like a hard to catch elusive rabbit... slowly hiding behind bushes and trees trying to sneak up on it. This is the idea of chasing the elegant solution which almost always (for me) is very painful and hard to find, with a great amount of stress and energy (unable to sleep or eat until I find the solution). It will haunt every waking second of my mind until I have it, and when I do it hits me like a freight train and I exclaim (!FUCK!) and I quick write it down, and the process repeats, usually from 7-30 days depending on how hard the problem is, how hard the app is, how hard the idea is.

From this way, I've nailed the balance of over/under-engineering nearly perfectly in each of my later projects, a few of which have become absolutely immense