Most new businesses fail. Most failures are avoidable.
While some startups may catch favorable winds, most will encounter stormy seas that can capsize their ventures. Understanding how to navigate these choppy waters is crucial.
You don’t learn to captain a warship by training to sail fast on calm seas.
In Sail to Scale, authors Mona Sabet, Heather Jerrehian, and Maria Fernandez Guajardo identify 18 common mistakes that leaders make across four pivotal waves of a startup’s journey. Drawing from their collective experience, they dissect each mistake, help leaders recognize the situations that create them, and offer practical advice to steer clear of them so that their businesses can overcome each wave successfully.
Through both first-hand accounts and interviews with leaders across a variety of businesses, the authors provide insight from people behind successful — and not so successful — companies, the decisions they made, and why they mattered.
Sail to Scale serves as an invaluable resource for anyone seeking to chart a steady course through critical business junctures and fluctuating market conditions.
Disclosure: Some of the links above are affiliate links, meaning, at no cost to you, How2Conquer will earn a commission if you click through and make a purchase.
“If you’re serious about navigating the tumultuous journey of building a startup, Sail to Scale is an absolute must-read! An essential book for founders or those interested in the lessons of entrepreneurship, unpacking critical and common mistakes made but also the how to avoid them in the first place. A definite winner!”
― Kara Goldin, Founder of Hint Inc.; Author of WSJ Best Seller Undaunted; Host of The Kara Goldin Show
“I got to see first-hand the mountains that the authors’ entrepreneurial spirit could move. We are lucky that they decided to capture their lessons learned in Sail to Scale. I highly recommend this book for builders and anyone who wants to be in the driver’s seat of innovation.”
― Fidji Simo, CEO and Chair at Instacart, Board Member at OpenAI and Shopify
“In Sail to Scale, Fernandez Guajardo, Jerrehian, and Sabet distill decades of experience into actionable insights. This book is a game-changer for anyone steering their business through turbulent times.”
― Nolan Bushnell, founder Atari and Chuck E. Cheese
“I have worked with entrepreneurs for 25 years as an investor and have seen every mistake in the book — Sail to Scale provides wise counsel and a road map I wish had been available for all of my entrepreneurs. It breaks the cycles of business into phases with critical analysis, timing, talent and orientation at each of these waves. This is an absolute must read for all entrepreneurs and investors!”
― Julie Castro Abrams, General Partner, How Women Invest
“Silicon Valley was built on thousands of successes. It was also built on hundreds of thousands of mistakes. Avoiding mistakes — large and small — is just as important to a business’ success as its product, strategy, and team. Sail to Scale provides a framework for recognizing and avoiding the common errors that can damage or sink a promising startup. It’s packed with pointers for the promising entrepreneur, the venture capitalist, or a board member seeking to guide the startup to a successful outcome.”
― William B. Elmore, General Partner, Handshake Ventures; Founder, Foundation Capital
“Fantastic stuff. Sail to Scale is aimed towards anyone who wants to build an exponential company, is building one now, or has already built and is reflecting upon the journey. I found it to be a great balance of practice and theory, peppered with stories and insights, drawing also extensively upon all three authors’ wealth of experience.”
― Amit Garg, Co-founder / Managing Partner of Tau Ventures
“Sail to Scale is mandatory reading for everyone who wants to build and nurture the entrepreneurial spirit from a place of radical realism. This is not only for those that want to start a business but for those that want to accelerate innovation and total business transformation in well established businesses.”
― Antonio Lucio, EVP and Chief Marketing and Corporate Affairs Officer at HP Inc. Executive Fellow at Yale School of Management.
“Imagine embarking on a long, arduous, and complicated journey with no roadmap, and little certainty what the next wave will bring. Having now been in seven startup companies, this image is not hypothetical. It’s a description of the journey all founders experience. This book changes everything. It not only highlights common mistakes made in these journeys, it’s a literal GPS for navigating the challenging, but enormously rewarding experience of breathing life into an idea.”
― Richard Mirabile, Ph.D., Founder and CEO, Success Factor Systems, (now SAP SuccessFactors)
“Sail to Scale is a treasure trove of practical tips, backed by case studies, on how to avoid a large number of common mistakes in venture building. The mistakes are organized by lifecycle stage, which makes the book easy to navigate. Every founder (and VC!) should read this book.”
― Frode Odegard, Founder & CEO, Post-Industrial Institute
“There are plenty of books out there giving inspirational or aspirational advice to entrepreneurs, but very few that give entrepreneurs the nitty gritty down-to-business guidance they truly need. Sail to Scale is one of those rare gems.”
― Ellen Taaffe, Clinical Associate Professor, Kellogg School of Management, Northwestern University
“With Sail to Scale, Fernandez Guajardo, Jerrehian, and Sabet deliver a masterclass on avoiding the pitfalls that sink most startups. This book is essential reading for anyone who has been charged with steering a young company through the early stages of growth — offering invaluable insights and actionable takeaways.”
― Alka Tandan, Chief Financial Officer at Gainsight
“Scaling your company takes more than launching a great product — it also means facing daily unexpected challenges. In Sail to Scale, Fernandez Guajardo, Jerrehian, and Sabet give readers clear, actionable advice to avoid common pitfalls and execute successfully through the challenges of startup scaling.”
― Ami Vora, CPO at Faire, former VP at Facebook & WhatsApp
“Throughout my wide-ranging career in Silicon Valley, I’ve worked in, invested in, and advised a multitude of entrepreneurial companies. Some were wildly successful — Tesla, Zoox, and Crunchyroll; others didn’t pan out. I developed deep empathy for the entrepreneurs and wished I had a practical guidebook to counsel and assist the founding teams every step of the way. This fine book does just that, arriving at a time when technology is accelerating and the promise and impact of startups is greater than ever. I recommend this great resource to all the courageous entrepreneurs in startups and driving new ventures within larger organizations.”
― Laurie Yoler, Partner and Board Member, Playground Global