Not having the same code on paper and on machine so to speak does make debugging typescript a little hard. It's a little bit of a black-box.

I code typescript for Angular 2/4, and although yeah, the aforementioned debugging pains are annoying, the time saved on having types to enable linting and strong predictable variable comparisons, is much greater.

Also, needing console.logs everywhere should be discouraged. Your code should be clear enough that you don't need a console.log debug line to print the boolean result of a comparison, for example. This is the whole point of typescript like I said, to make variable comparision and management easier so that you don't need that console.log line...