How well designed the initial versions of TypeScript were can be seen by how smoothly later versions were able to build on them, and even after so many major improvements the language has barely a wart (enums probably being the only one).
Something of its own sign of Microsoft out-engineering some of the hiccups of the ecosystem as a whole. (I started using Typescript < 1 simply because it was the safest and easiest way to write AMD modules also with an eye to UMD or SystemJS output with just a compiler flag change if you needed to ship something compatible outside the house.)