Using console.log is not practical with TS because I only get one chance per debug cycle to log the value of the variable which I think is of interest. If that doesn't give me any insight, I have to log another variable. This is fine with JavaScript because it takes me about 2 seconds to add a console.log and check it. With TypeScript, the cycle takes about 10 to 15 seconds, so it's not efficient to do that, so yes, I end up having to fiddle with the debugger, add watchers and hover over individual variables... I kind of have to deal with the debugger's clunky UI every time which is slower. If source maps don't work correctly (as was the case for a lot of projects), then the debugger is even more of a pain.

I've worked on TS on large existing projects as part of large teams. In my last project, we did have some sort of file system watcher but it still took > 10 seconds on average to compile. Launching the project from scratch took longer than 1 minute. From time to time, I did have to relaunch the whole app; usually for a different reason every time.