Your Grass is Greener: Use What You Have. Get What You Want. At Work and In Life.

You don't need a new job to get your dream job. You already have it.

Work can be one of the biggest drivers of positivity in your life, but no one ever really explains how to be successful without sacrificing everything outside of the office. When you enjoy your work, you’re more successful and any joy you feel on the job spills over into the rest of your life as well.

Whether you’re frustrated at work or simply looking for better ways to do a job you enjoy, Your Grass Is Greener offers an actionable guide to improve the work you already do, using skills you already have. Each chapter reframes a common workplace challenge and provides a tangible tactic you can put to work right away.

You’ll learn how to:
• Do five days of work in four (without working until midnight)
• Enjoy your day-to-day work more (without changing jobs)
• Progress faster (without waiting for a promotion)

Your Grass Is Greener is not about how to redefine your cosmic purpose or find a mythical new job you’re somehow supposed to enjoy for the rest of your career. Instead, it’s about how to transform your underlying approach to work so any job you do instantly gets better. Just imagine how it would feel to avoid frustrating miscommunications, speed up slow decision making and advance your career faster while enjoying it more along the way.

Winner of 14 Book Awards!
2025 AXIOM BUSINESS BOOK AWARDS SILVER MEDAL WINNER
2025 ERIC HOFFER BOOK AWARDS GRAND PRIZE SHORT LIST
2024 PENCRAFT FALL BEST BOOK AWARD WINNER

JASON SILVER is a multi-time founder of kids and a multi-time founder of companies. He gets his biggest thrill helping modern employees and their teams unlock a better way to work—surfing is a close second. He was an early employee at Airbnb and helped build an AI company from the ground up back before AI was the cool thing to do. Today, he advises a startup portfolio valued in the billions on how to build great, lasting companies that people actually enjoy working for. He’s a sought-after public speaker, instructor, and advisor on how to transform work into one of the biggest drivers of positivity in your life. When he’s not busy helping people solve their hardest workplace challenges, Jason’s kids are busy reminding him just how much of a work in progress he still is too.