The War of Art by Steven Pressfield
It's written for writers but is relevant broadly. The message is pretty simple and you don't really need to read the whole book to get it. It's one of those keep-driving-the-message self help-ish books.
Basically the point is to name and shame "resistance," a catch all term for procrastination, fear and everything else that prevents a writer from writing a book. It also applies to starting a startup, a career, a family, an exercise regime… Like I said, the point is simple and the information could be conveyed in a short essay.
The reason for the repetition is to actually realize how big a demonic bottleneck this resistance is and that overcoming it will take effort and more importantly, strategy. It's probably going to derail your plans unless you plan for it. Personifying (or demonifying) it is part of the approach.
This is getting further from the book's actual content but the analogy for me is addiction. Say you are an alcoholic. It's not enough to decide to stop drinking, this is a fight. You need to realize that addiction will probably win if you fight stupid. You need a plan to beat addiction. It will fight back. You need to put time and resources into it. Everyone knows this and former alcoholics will start pushing you straight into two things, making sure you realize the scale of the problem and making sure you have a plan. They'll probably recommend AA which gives you a formulaic strategy.
Resistance might not be the bottleneck for everyone, but it is for many. For us, we need to make war on it