Typing 20 lines doesn't take much more time than typing 5 lines, but dealing with 5x more code thanks to an inexpressive language sure is an ongoing drag on productivity that just gets worse over time—while figuring out tooling/packaging/etc is, mostly, an up-front cost. Obviously better tooling is better, but my experience has been that ≈everyone overvalues up-front costs vs ongoing costs because they're more legible.

Frankly, I wish new languages focused more on flexibility and expressiveness even if that made things harder up-front!