Deeper Business

Build your business - and your business-building intuition with foundational frameworks and practical application.

Sep 28 • 3 min read

It's here!!


It's officially here.

Over 3 years of work.

Taught across ~25 live trainings, 6 cohorts, and hundreds of clients and members.

80,000 words codified into 300-full-color pages and an 80-page workbook.

Leaving the Casino is officially open for pre-orders.

Clients/Members use discount code DFMEMBERS for 10% off.

The Signed Hardback and the Workbook will be exclusively available on my site.

Physical pre-orders (only in the US) will begin shipping as soon as the books arrive to my doorstep from my printer in about two weeks! So your pre-order lets me know how many books to buy!

Digital pre-orders (everywhere) will be sent October 20 or in tandem with the physical book arrivals.

You can buy a physical paperback copy of the book worldwide on Amazon in late October.


Why are we Leaving the Casino?

“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 — a multi-billion dollar 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 bro marketing, exhausted by social media hacks, or underwhelmed by “just manifest it” advice, this book is for you.

NEW EPISODES

The Skeptic’s Guide to AI-Enhanced Copywriting with Prerna Malik

how are business owners using AI in creative ways that honor the voice of our businesses while being more effective?

Enter Prerna Malik and Content Bistro. Prerna caught our eye with the Skeptic Buyer Bot—a tool that actually helps creators pressure-test their sales pages and offers through an AI-powered lens. (Yes, Jessica used it. Yes, she has thoughts.)

We dig into how Prerna is using AI to amplify human work, not replace it. How her agency turns real voice-of-customer data into conversion gold.

UPCOMING EVENTS

Q4 Planning Retreat

Join the Membership for our Q4 Planning Retreat. Reflect on Q3 and set your intentions for Q4.

11am-1pm ET on Thursday, October 2.

(Members, the registration link is in Circle).

Each month we'll discuss a chapter in my upcoming book, Leaving the Casino: Stop betting on tactics and start building a business that works.

Each dialogue is 12-1pm ET.

October 22: The Responsibility You Carry

November 19: What is Enough?

(No Dialogue in December)

Community and Reads

AI Generated Workslop is Destroying Productivity | HBR

From 404 Media: "No single study on AI in the workplace is going to be definitive, but evidence is mounting that AI is affecting people’s work in the same way it’s affecting everything else: It is making it easier to output low-quality slop that other people then have to wade through."

Jessica Lackey

START INVESTING IN YOUR BUSINESS FOUNDATIONS

  • Deeper Business Membership: Access the rhythms, relationships, and resources that make real businesses work. Perfect for learning the foundations or maintaining your momentum.
  • Define Your Foundations Cohort: The foundational curriculum, coaching, and community if you're ready to stop throwing tactics at the wall and start building real, sustainable foundations. The next cohort opens again in March.
  • Refine Your Foundations 1:1 Consulting: When you're looking for individual support to grow or scale your business. One spot open for October,

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Build your business - and your business-building intuition with foundational frameworks and practical application.


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