Conscious Business
This book is completely different from other management books, but also seemingly the same. It builds on concepts you definitely know, simple ones, but presents them in an easy-to-follow and highly tactical fashion, one at a time, then brings it all together into one simple but powerful package.
Dare to Lead
This book is my favorite management book to date. Perhaps it is just me, but this book spoke to me in greater fashion than others. Others had situations that felt familiar, but not exact. This book felt dead on 100% of the time, which made it all the more powerful.
High Output Management
This book talks through the specifics of management at the highest levels, but gets there by steadily moving up levels of complexity. This, combined with solid analogies, paints a simple to understand picture and gives direction of where to head.
Leading Out Loud
This book focuses near entirely on communcation: Authentic, vulnerable communcation and exactly how to achieve it
The Hard Things About Hard Things
This book does a decent job at putting what is typically under wraps on display: building a business is hard and often ugly, meaning that you are almost never choosing a right answer, but the least wrong, and you only know 10% of what is required to make a good decision.
Winning
Jack does a great job of providing a lot of actionable advice in a very easy to understand way. He provides a lot of examples, and a lot of reasons why things are the way they are. I kept feeling like some of his advice wouldn't age well, but he really does a great job of providing timeless advice and even directly addresses that concern frequently.