Now Available
A Little Tale About A Lawyer Who
Found Success and Happiness Too
“This brief but powerful and impactful parable is THE book that the legal profession has been waiting for…even if they haven’t yet realized it.”
Bob Burg, coauthor of The Go-Giver
About the Book
Is it possible to be a highly successful lawyer and be happy?
The Happy Rainmaker answers with a resounding “yes,” offering a transformative guide for attorneys drowning in burnout and work-life imbalance. Through an engaging fable, this book reveals “The 6 Pillars To Be(coming) A Happy Rainmaker”—a structured framework for sustainable success.
Move beyond just billing hours and discover the strategies to build your own book of business, granting you the power and autonomy to control your career. Learn to prioritize your health, set firm boundaries, plan your future intentionally, and design a legacy you can be proud of. This book is not just about succeeding in the legal profession; it’s about redefining what success looks like.
Stop just surviving your career. It’s time to start thriving.
The Definitive 6-Pillar Model to Be(coming)
a Happy Rainmaker and Designing
a Legal Career You Love
Praise for The Happy Rainmaker
I highly recommend The Happy Rainmaker by Jennifer Gillman for any attorney seeking to build sustainable success without sacrificing personal well-being. Through an engaging business fable and practical six-pillar framework, Gillman offers a refreshingly honest roadmap for developing both a thriving practice and a fulfilling life—proving these goals aren’t competing forces but complementary strengths. Her approach resonates deeply with The Free Lawyer® philosophy: you don’t have to choose between professional excellence and personal freedom when you build the right foundation.
The Happy Rainmaker provides an all too familiar story of burnout and exhaustion that we experience in our profession together with action oriented advice on how to be happy and successful while practicing law. A great read!
The Happy Rainmaker is the mindset shift so many high-achieving lawyers have been waiting for. Jennifer Gillman dismantles the belief that your only path to success is sacrifice and exhaustion, and offers an empowering roadmap for achieving excellence without abandoning yourself in the process.
About the Author
Jennifer Gillman is the founder of Gillman Strategic Group, where she helps rainmakers find their exact right, perfect-fit firm and law firm owners navigate strategic mergers. As a former practicing attorney herself, Jennifer understands that professional success doesn’t always equal fulfillment—and she’s on a mission to change that.
After earning her J.D. from NYU School of Law and B.A. from Brandeis University, Jennifer practiced law for 12 years before transitioning to legal recruiting.
Unlike traditional recruiters who find lawyers for firms, Jennifer finds firms for lawyers. She helps partners identify what they truly need to be fulfilled, whether that’s better resources, growth opportunities, or work-life balance, and then matches them with firms where they can thrive.
Jennifer is the creator of the “6 Pillars to Be(coming) a Happy Rainmaker” framework. She shows up for her clients as part agent, part therapist, and part cheerleader, because successful lawyers deserve to be happy too.