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“Whether you’re burned out, in a rut, or just feel that you want something else, Mike Lewis’s When to Jump is the book for you. With more than forty stories of people who decided to make a major change, this book offers the inspiration as well as a practical and simple framework to help you make your own jump. A must read for anyone seeking to not only succeed but thrive.”
―Arianna Huffington, #1 New York Times bestselling author of Thrive and The Sleep Revolution

“The most successful start-ups are often defined by one or two key decisions that massively accelerate their growth and value. The same is true for individual careers. This wise and engaging book will inspire you to go farther, faster, by showing you how to take intelligent risks at exactly the right moment. Read it before you leap!”
―Reid Hoffman, cofounder of LinkedIn and coauthor of the #1 New York Times bestsellers The Alliance and The Start-up of You

“With When to Jump, Mike Lewis has written a captivating must-read for anyone aching to pursue a long-held dream. At once inspiring and practical, this book is packed with instructional stories from those who've done it. Yes, it's terrifying to make a big leap, but this book is an outstretched hand. Go for it! (But not before reading When to Jump!)”
―Julie Lythcott-Haims, New York Times bestselling author of How to Raise an Adult and Real American

Foreword by Sheryl Sandberg xiii
Introduction: Mike's Story 1
The Jump Curve 13

Phase 1: Listen to the -Little Voice 17
Jeff Arch---Karate School Owner to Hollywood Screenwriter 27
Teresa Marie Williams, MD---Nurse to Doctor 35
Nate Chambers---Mechanical Engineer to Fitness Entrepreneur 40
Laura McKowen---Marketing Executive to Writer 49
Tommy Clark---Medical School Research Fellow to Nonprofit Founder and Executive Director 54
Elle Luna---Technology Designer to Paint-er 58
Rashard Mendenhall---Professional Football Player to Writer 64
Jhovany Castaneda---Warehouse Worker to High School Student Supervisor 67
Merle R. Saferstein---Education Administrator to Author and Teacher 72
Kelly O'Hara---Advertising Professional to Advocate for Sexual Assault Survivors 76
Listen to the -Little Voice: Section Takeaways 82

Phase 2: Make a Plan 87
Debbie Sterling---Marketing Director of Jewelry Com-pany to Founder and CEO of Multimedia Com-pany for -Children 97
Brian Spaly---Private Equity Investor to Founder of Men's Clothing Com-pany 101
Barbara Harris---PR Executive to Bishop in the Episcopal Church 105
Adrian Cardenas---Professional Baseball Player to College Student 108
Adam Braun---Consultant to Nonprofit Founder and Executive Director 112
Akansha Agrawal---Internal Jump: Advertising Operations Associate to Market Research Analyst to Sales Analytics Professional 116
Maia Josebachvili---Wall Street Derivatives Trader to Founder of Social Adventure Com-pany 123
Eric Wu---Investment Banker to Tech Professional to Designer of an Activewear Brand 128
Paige Johnson (pseudonym)---Internal Jump: Customer Support Representative to Sales Engineer 133
Alexandra Stein---Investment Professional to Coxswain of US Paralympic Rowing Team 139
Rahul Razdan---Financial Ser-vices Professional to Social Impact Entrepreneur 144
Make a Plan: Section Takeaways 148

Phase 3: Let Yourself Be Lucky 155
Michael Lewis---Finance Professional to Bestselling Author 162
Juan Romero---Curator of National Marine Aquar-ium and BBC Field Producer to Sailing Explorer 166
Ethan Eyler---Video Game Marketer to Inventor of the Lyft Carstache 171
Abigail Ogilvy Ryan---Technology Operations Man-ag-er to Art Gallery Own-er 177
Olakunle Oladehin---Health Care Researcher to Nonprofit Executive Director 182
Brian Kelly----Human Resources Professional to Founder of Travel Rewards Media Platform 187
Bruce Huber----Lawyer to Pastor to Professor 193
Eleanor Watson---Teacher to Ski Instructor 199
United States Senator Angus King----Lawyer to Journalist to Energy Entrepreneur to Politician 204
Greg Klassen---Garbage Collector to Furniture Designer/Maker 209
Let Yourself Be Lucky: Section Takeaways 214

Phase 4: -Don't Look Back 219
Dan Kenary---Commercial Banker to Brewery Own-er 225
Kyle -Battle---IT Con-sul-tant to Digital Director at Special Olympics 231
James Bourque---Corporate Hospitality Ser-vices Professional to Restaurant Own-er 235
Elizabeth Hague---Secretary to Photographer 240
Jack Manning (pseudonym)---Private Wealth Man-ag-er to Sober-Home Operator 245
Matt Pottinger---Journalist to United States Marine 251
Sarah Dvorak---Retail Operations Analyst to Cheese Shop Own-er 257
Danni Pomplun---Bartender to Yoga Instructor 264
Manisha Snoyer---Actress to Education Entrepreneur 270
Jacob Licht---Corporate -Lawyer to Government -Lawyer 274
Anoopreet Rehncy---Investment Banker to Fashion Entrepreneur 278
Brenda Berkman----Lawyer to Firefighter 284
Brandon Stanton---Bond Trader to Photographer 288

-Don't Look Back: Section Takeaways 296
Conclusion: Jumping Again 303
Acknowl-edgments (or, The Story -Behind the Story) 307

“A lively and inspiring guidebook for anyone who wants to make the jump from normal to extraordinary.”
―Tony Robbins, #1 New York Times bestselling author of Unshakeable and MONEY: Master the Game

An inspirational book that lays out the “Jump Curve”―four steps to wholeheartedly pursuing the career of your dreams―through experiences from a variety of people who have jumped and never looked back

When Mike Lewis was twenty-four and working in a prestigious corporate job, he eagerly wanted to leave and pursue his dream of becoming a professional squash player. But he had questions: When is the right time to move from work that is comfortable to a career you have only dared to dream of? How have other people made such a jump? What did they feel when making that jump―and afterward?

Mike sought guidance from others who had “jumped,” and the responses he got―from a banker who started a brewery, a publicist who became a Bishop, a garbage collector who became a furniture designer, and on and on―were so clear-eyed and inspiring that Mike wanted to share what he had learned with others who might be helped by those stories. First, though, he started playing squash professionally.

The right book at the right time, When to Jump offers more than forty heartening stories (from the founder of Bonobos, the author of The Big Short, the designer of the Lyft logo, the Humans of New York creator, and many more) and takeaways that will inspire, instruct, and reassure, including the ingenious four-phase Jump Curve.