I wrote some essays on software development, including a few on game development, several years ago, available here on itch.io. The table of content links point to the same articles on Medium. It's oriented to professional development, and some of it is a bit dated, but maybe you'll find something useful. Aside from that I recommend reading project postmortems wherever you can find them (gamasutra.com has a lot) to see what other people went through to get their games done, and I always look at in-game credits to see how many people worked on it, what specialties, tools, etc...