The purpose of this book is to focus on what goes wrong in entrepreneurship what business owners regret and what one can do to address these laments. The book will commence with an overview of the personality traits and qualities that make success in entrepreneurship more likely, and will then turn to an examination of 7 key laments the author has experienced and witnessed as an entrepreneur himself and as a corporate attorney representing hundreds of entrepreneurs over his 26 year legal career. This book will cover challenges from an entrepreneurial viewpoint and approach the subject matter in a casual, anecdotal manner much like the two, multi-part series on the subject written by the author for Slate.com in 2009, which inspired this book idea.  These 7 principal obstacles, as previously stated, are focus, work/life, partners, employees, financing, boredom, and burnout, can be featured at any level in the entrepreneurial game, whether it be during the nerve-wrecking start-up or in the disenchanted later stages when success does not necessarily guarantee personal or professional contentment.  This book will be a comprehensive and accessible guide to handling the often unforeseeable consequences of becoming an entrepreneur in today and tomorrows economy.