A FIELD GUIDE FOR ENTREPRENEURS COMMITTED TO SUSTAINABLE GROWTH

Leaving the Casino

Stop betting on tactics.
Start building a business that actually works.

Download the sample chapter

“You have written a book that both discourages and shows the pitfalls of the “quick fix” solutions, which can be so tempting because they offer potential relief from real business woes, and *also* you have written a book that offers another way: REAL relief to common business woes, the answers to which will be different for every business owner.”

- Catherine LaSota

When you play by their rules, the house always wins.

“Charge your worth!”
“Turn on your marketing funnel!”
“Hire before you’re ready!”
“This one tool saved me 10 hours a week!”
“Launch your course and make money while you sleep!”

You’ve heard this advice from the Entrepreneurial Casino - an industry built to sell you promises of quick and easy success.

But most of that advice leads you toward someone else’s vision: performative marketing, overbuilt systems, and a business that doesn’t actually work for you.

And we’re the ones left paying the price.

Leaving the Casino: Stop Betting on Tactics and Start Building a Business that Works is a guide for expertise-based business owners—coaches, consultants, creatives, and service providers—who want to build a real business rooted in values, sustainability, and intentional growth.

Through practical frameworks and grounded guidance, you’ll learn how to:

→ Navigate trade-offs about business growth with clarity, not confusion

→ Define what enough looks like for your business

→ Make pricing, marketing, hiring, time management, and offer decisions that align with your business values and vision

→ Reclaim your time, energy, and cash from bad-fit tactics so you can grow with intention

→ Apply foundational strategies—not just stories of what worked for me—so you can design a business built for you

If you’ve ever been burned by the marketing bros, exhausted by B2B marketing hacks, or underwhelmed by “just manifest it” advice, this book is for you.

Download a Free Sample Chapter

How did someone with an Harvard MBA and a strategy background end up chasing funnels and formulas that didn’t fit?

Chapter 1 shares the real story...

…How I got pulled into the Entrepreneurial Casino, what it cost me, and why I chose to leave.

Download the sample chapter

About the author

A business strategist, former McKinsey consultant, and founder of Deeper Foundations. She helps expert entrepreneurs build sustainable, values-aligned businesses through strategy, structure, and systems.

Jessica Lackey

Choose your Package


Package 1: the book, the workbook & the exclusive video classes

The Compass Bundle

• Signed hardcover of Leaving the Casino
• Digital e-book
• Printed workbook + digital workbook
• Shipping included
• 10 video chapter debriefs

For those who want more than just the map—this is the conversation that helps you navigate it.

Includes the book, the workbook, and exclusive video classes that offer deeper dialogue on each chapter.

Designed for entrepreneurs who want not just frameworks, but guidance on how to think through the trade-offs and apply them with nuance.