~500k loc python project here. Detest it. For being such an old and established language, the ecosystem/community is very immature. Most stuff is unstable, there are thousands of ways of doing anything, no one has settled on which tooling to use so all projects are a miss-match of what was in vogue the month it got started. Typing is almost useless, like Typescript in the early days where you really cannot trust it not blowing up runtime even though you think you have typed everything. Especially since most libraries do stuff with (*args, *kwargs) and the type checker has to give up, or decorations not propagating types correctly, or Django ORM lying about types. You think you're safe, but secretly everything is just typed as Any. No safety enforced between modules, so every piece of code you write can be considered part of a modules public API as people will import and use it. Really lacking stdlib making fugly list comprehensions with mutations the standard way of solving things that no one will understand in a years time. Dependencies are a hell, everything break all the time, and "works on my computer" could lead to days of trying to figure out the setup on a coworkers computer where it doesn't work.