Typed Python vs untyped Python is literally the same as TS vs JS, don't let others fool you into thinking somehow it's different.

> TypeScript helps paper over like 90% of the holes in JavaScript

Always kind of baffles me when people say this, how are you actually programming where 90% of the errors/bugs you have are related to types and other things TS addresses? I must be doing something very different when writing JS because while those things happen sometime (once or twice a year maybe?), 90% of the issues I have while programming are domain/logic bugs, and wouldn't be solved by TS in any way.