Maybe. One of the (many) problems with static generators is that it's really really really hard to get it to generate the code you want. It's easy to get it 95% of the way there. But that last 5%? It's brutal, and sometimes impossible.
A tool automatically does 95% and can be manually finished is very different from a tool that must do everything 100%.
A good rule of thumb would be "use wordpress until you hit 50 posts". At that point decide what makes sense for your content. And at this point you should know what you want, so any choice you make is likely to stick.
I don't recommend handcrafted HTML for most people. But I do think more folks should at least consider it. For my content it both gives more control AND saves me time. Even if I have to do a little grunt work every once in a blue moon.