Sail to Scale

Know the moment your business needs to Pivot, Scale, or Exit through a sale, merger, or acquisition. Three successful tech startup experts wrote this book to help you sail through the choppy waves of entrepreneurship.

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.

2025 IPPY Book Awards Silver Medal Winner
2025 Int'l Latino Book Awards Honorable Mention
2025 Eric Hoffer Book Award Finalist
2024 Best Book Awards Finalist
2024 Reader Views Five Star Review Recipient

Endorsements

An absolute must-read if you’re serious about navigating the tumultuous journey of building a startup!
— Kara Goldin, Founder of Hint Inc., Author of WSJ Best Seller Undaunted, Host of the Cara Goldin Show
A game-changer for anyone steering their business through turbulent times.
— Nolan Bushnell, Founder Atari and Chuck E. Cheese
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
An absolute must-read for all entrepreneurs and investors!
— Julie Castro Abrams, General Partner, How Women Invest
Every founder (and VC!) should read Sail to Scale to avoid startup mistakes.
— Frode Odegard, Founder and CEO, Post-Industrial Institute