I don't have a "dream roadmap" but am trying to decide on a studying roadmap, as wolf posted:

I'm interested in writing command-line utilities and interfaces, I'm stuck between doing it all in C or Go.

I've picked up C over the last few months. It has helped me improve the way I think about projects. But, there is a lot of things I've come to find inconvenient, particularly with memory management and working with strings.

I switched to Go and thought it was easier. I was productive and finished the utility scripts I'd planned to do in C in an afternoon. Doing it C, however, would've taken me longer.

However, I'm still drawn to C. I use a lot of JavaScript in my day job, and I see the similarities, even writing my JavaScript in C-like fashion. I like how close C is to the metal and how small the executables are in the final product.

tl;dr: I'm stuck between C and Go and would appreciate some guidance.