Many books have been written about Thomas Jefferson: most about his time in the presidency, many about the Declaration of Independence, some concerning his contradictory roles as advocate of freedom and slave owner. This book does not attempt to replace any of those that laud his tremendous achievements or explore his personal paradoxes. Rather, this book is dedicated to writers of all stripes and its focus is to learn from Jefferson the persuasive writer. We endeavor to analyze and extract some of the lessons his life and works offer, so that we might be able to improve in our own careers. By examining Jefferson’s successes and failures, we will highlight the characteristics that made him such a successful persuader and those failures that detract from that success.