Deeper Foundations™ Courses

Practical skills for expert entrepreneurs who want traction—not tactics

Build the business foundations most courses skip.

Most business courses are built for influencers, content creators, or scaled-up teams.

These aren’t.

If you’re a coach, consultant, creative, or service provider, you’ve likely tried to “learn the business side”—but instead found:

→ Marketing courses that grow followers, not revenue
→ “Masterminds” full of hype and fluff
→ Tools and Templates that don’t integrate together
→ Playbooks made for someone else’s business model
→ And “business education” that leaves you more confused than confident

You don’t need another high-ticket program that overpromises and underdelivers.

Or random courses that contradict each other.

You need a clear, focused curriculum, designed for how expert businesses actually work.

TRUST ME, THEY AREN’T TEACHING THESE SKILLS IN BUSINESS SCHOOL

Implement the unsexy skills that lead to sexy stability

(without the six-figure MBA or high-ticket mastermind)

✅ Tailored to your stage of business
✅ Focused on systems, not scattered tactics
✅ Designed for implementation, not just consumption
✅ Backed by templates, tools, and real-world strategy
✅ Supported by Q&A, co-working, and grounded guidance
✅ Permission to build your business your way

No filler. No fluff.
Just practical education that works together.

INTRODUCING

The Deeper Foundations™ Courses

Whether you’re just getting started, growing intentionally, or systematically adding leverage—there’s a course for what matters most right now.

Take the courses one by one or enroll in them all through the Deeper Foundations programs. Every course targets one of the interconnected functions your business needs to grow

• How you find clients
• How you deliver your services
• How you manage your money
• How you spend your time


Essential Training

Clarity Classes

For business owners at any stage who feel scattered, stalled, or unsure what to focus on next. These short, practical classes help you get grounded in your business stage, model, metrics, and time, so your energy is aligned with what really matters.

• 90–120 minute classes
• Available on-demand

foundational courses

For solo or small team business owners earning $10-$150K/year who want to stop duct-taping tactics together and start building a right-sized, sustainable business. This foundational curriculum guides you through the six core systems every expert business needs to grow with intention.

• 4–10 week courses
• Available on-demand

Define Your Foundations Courses

  • “Jessica’s Relationship Rhythms course is one of the best investments I’ve made in my business.”

    Jessica breaks down a concept that sounds simple (“just talk to people!”), but that can be overwhelming, into concrete, actionable steps, and she helps connect the dots on how all these steps work together to build your business.

    — Catherine LaSota, LLC

  • “This is a great course for someone who’s been in a business for a little while and who needs to fill in missing bits of their foundation with bricks that work and feel good with how they want to conduct their business.”

    The content felt aligned with my values not just as a business owner but as a customer/client. The content was well-researched and well-organized and it was easy to see how you could start to put into action the learnings. Jessica is an amazing, generous instructor, with a wealth of resources. Very rich experience. Excellent value and practical.

    — Candice Neveu, Improve Yourself CA

  • “Holy heck! This is the first course I’ve EVER done outside of Seth Godin’s podcasting class that really helps you figure out how to implement the stuff it is teaching.”

    It seems simple, but this makes or breaks a course. Thanks for making this manageable.”

    - Sarah JanTausch, Values Based Careers

  • Emma Whittard

    "Jessica made process and systems fun and the co-working sessions allowed me to put what I'd learned into practice"

    I am not a "process person" and I knew I really needed some support in this area. Jessica made process and systems fun and the co-working sessions allowed me to put what I'd learned into practice and actually DO what I had set out to do.

    -  Emma Whittard

essential trainings: Powerful trainings to get momentum on what matters most

Clarity Classes

For business owners at any stage who feel scattered, stalled, or unsure what to focus on next. These short, practical classes help you get grounded in your business stage, model, metrics, and time, so your energy is aligned with what really matters.

• 90–120 minute classes

• Available on-demand

• Want them all? Join the Membership - you’ll get every Clarity Class, access to the core training library, and a built-in implementation rhythm to stay focused on what matters most.


Foundational courses: Practical, self-paced skills for sustainable growth

Define Your Foundations Courses

For solo or small team business owners earning $10K–$150K/year who want to stop duct-taping tactics together and start building a right-sized, sustainable business. This foundational curriculum guides you through the six core systems every expert business needs to grow with intention.

• 4–10 week courses

• Available on-demand

• Looking for live guidance, real-time support, and coaching? The Define Your Foundations program includes live delivery of these core courses - plus Q&As, co-working, and 1:1 support to help you apply what you learn.

Let me be your guide…

I’m Jessica Lackey, and I help expertise-based business owners like you build strong foundations that last. After years in Fortune 50 consulting and leading strategy at companies like McKinsey and Nike, I decided to bring my skills to smaller businesses that really needed them.

That’s when my entrepreneurial journey took a turn…

What I discovered was an industry built on selling tactics without teaching the fundamental skill of how to actually run a business. No one was showing business owners how all the pieces fit together into a working whole.

That’s why I created Deeper Foundations.

By combining my real business background with a holistic, human-centered approach, I help you build business foundations that actually work for you. No manipulation tactics, no pressure to scale out of doing the work you love— just practical systems designed for sustainable success.

Let’s be clear.

These are the foundational skills you probably want to avoid (and everyone says won’t sell).

Some of the most essential parts of running a business—like authority building, marketing, sales, finances, and operations—often feel uncomfortable, confusing, or downright daunting.

I didn’t start out with these skills either. Most experts don’t, because they’re rarely taught in a way that fits small, expertise-led businesses. What is out there is often distorted by exploitative tactics, designed to grow audiences (not expert businesses), or built for larger teams.

But in a right-sized, expertise-led business, these skills aren’t optional. They’re the real drivers of sustainable growth.

You don’t need to love every part of your business—but you do need to understand how the key functions work, so you can make informed decisions, invest wisely, and adapt when the market shifts without defaulting to someone else’s formula.

These courses are are a fit:

• You can dedicate 1-3 hours a week to building foundations

• You’re tired of random tactics and ready to build real business foundations

• You’re willing to question “best practices” that don’t serve your business

• You value both strategic thinking and hands-on implementation support

• You want to build sustainable systems, not just chase quick wins

• You appreciate both analytical thinking and holistic approaches

These courses are not are not a fit:

• You prefer rigid formulas over flexible frameworks

• You resist structure and repeatable rhythms

• You’re looking for a quick fix solution

• You can’t commit 1-3 hours weekly to implementation

• You’re seeking complicated funnels or tech solutions

• You prefer rigid formulas over flexible frameworks

• You’re only interested in tactical marketing tips

You don’t need someone else’s playbook.

You need the skills to create your own.

Let’s focus on building strong foundations that support the business you actually want to run, not someone else’s version of success.

General Course FAQs

  • The Clarity Classes and Define Your Foundations courses are delivered on-demand and are perfect for self-paced learners. There is no live support component.

    But when buying the courses as part of the Membership or Define Your Foundations program, you get that programs’s level of support on your questions, more frequent Q&A/office hours, co-working/program implementation calls, and access to 1:1 support.

  • The courses will be hosted in Circle.

  • I offer a limited number of scholarships with details on each course page. Deeper Foundations Members get 10% off every course (which offsets most of the Membership fees).

  • I do my best to answer many questions from participants via email. Enrolling in the full Programs include high-touch personal support. If you’d like to purchase a  1:1 session, those are offered at a discounted rate to Deeper Business Members. 

  • For digital products, I don’t offer refunds.

High-quality business education shouldn’t be trapped behind high-price points.

Access the skills you need, when you need them.