Program: ALIGN YOUR FOUNDATIONS

Access the rhythms, relationships, and resources that make real businesses work.

A membership community of expertise-based business owners

You’ve heard enough empty promises and “proven” formulas to last a lifetime.

Look, I hear you—you’re battling a sea of conflicting advice, wondering which “expert” to trust or what strategy to try next.

The last thing you need is more noise.

→ Every program promises the secret to success but delivers recycled basics.

→ Despite your participation in online communities, you still feel isolated and crave genuine connection.

→ You wonder if it’s even possible to stick to your moral compass and build a successful business. (It is!)

→ There’s too much information to wade through to figure out what’s meant for you.

→ You’re tired of impersonal communities that push hustle culture and vanity metrics.

Sometimes it feels like the online business world is designed to keep you stuck.

You’re tired of being told to “post more on Instagram” or “create a course” when those tactics are completely wrong for your business model!

(You do know which business model you’re running…right?)

But part of you is craving clear direction and a community of others who want to build differently.

What if you had legit guidance to navigate the noise?

A North Star network you could turn to for:

• A supportive community of founders building businesses with real foundations.

• Clear frameworks that help you understand how real business actually works.

• Monthly touchpoints designed to keep you focused and moving forward.

• Regular accountability without the pressure or shame.

• Access to tools and templates you can trust.

• Permission to build your business differently.

Instead of another chaotic community platform or course graveyard.

  • Jennifer Bower - Fortuna Money

    “I came for you, but I have appreciated the intelligence and openness of other participants, and have created some relationships that originated in your space.”

    You stood out as a thinker who could help me with some fundamental frameworks for thinking about my business in a way that spoke to both my head and my heart.

    — Scheherazade Mason, Daymark Career Coaching

  • Leanne Knight - Authentic Vision Media

    “I love how you don’t subscribe to business-as-usual advice.”

    You focus on systems and processes rather than the latest trends and can make complex concepts more digestible. I love the people in your community and their generosity.

    — Giada Centofanti, Care to Impact Coaching

Deeper Foundations Membership

INTRODUCING

Get the clarity and connection you crave through live workshops, accountability rhythms, an engaged ecosystem of thoughtful business owners, and direct access to expert guidance when you need it.

Core foundations curriculum and training library

Design

Mini-Classes and Journaling Prompts:

• Your Stage of Business

• Your Business Model

• Your Point of View

Build

Mini-Classes and Full Trainings:

• The Six Core Systems

• Find and Fix Your Business Bottleneck

• 12+ Deeper Business Dialogue Trainings and Templates, grouped by business system

Run

Essential Rhythms and Rituals:

• Design, Build, Run Training

• Roots to Fruits Metrics Workshop and Template

• Annual and Quarterly Planning Workshop & Template

• Intentions Setting Process for Accountability

Essential live events for accountability and support

WEEK 1 AND 3

Metrics that Matter / Sacred Sales Hour

Guided working session(s) to go beyond followers, views, and impressions as we track and tend to the metrics and systems that matter for your business and use those insights to plan the month ahead.

WEEK 2

Deeper Answers Q&A

When you need an outside brain, hop on this call and ask me anything or hear the dialogue. I think deeply about what’s really going on in your business and offer practical advice that inspires action.

WEEK 3

Deeper Business Dialogues

My Deeper Business Dialogues cover the most relevant skills for navigating the market, right now. Get access to all of the recordings and supplemental tools and templates.

WEEK 4

Quarterly Planning Rituals

Together, we’ll align on what’s most important for you to focus on in the months ahead, leaving you with a clear next step. We’ll combine guided journaling and live workshopping on your biggest business priorities.

Build your support network

Live Connection Calls

Notion Member Directory

Member-only pricing for 1:1 sessions

Monthly Member Promotions & Classified Submissions

These Deeper Business Dialogues are already waiting for you inside:

As a member, you get to watch them on your time, at your pace, as you need.

The Systems of Marketing and Sales

Repeatable processes that can book out your business model without burning out on content creation.

What Business Are You Really Running?

Deep clarity on your model clarifies how to spend your time for optimal profit and impact.

Managing Information Overload

Strategies for seeing through the hype and organizing your inputs for ease of implementation.

Map Your Network

A powerful tool to expand and build your network for connections and clients.

A Sustainable Approach to Goal Setting

How to avoid an infinite backlog and leverage your true time supply for more energy.

Build, Run, Deliver

An intentional approach to time in your business, so that the critical aspects of your business get completed.

The Systems You Need Before Scale

The often overlooked reality of what it really takes to scale sustainably, and how to plan for it.

Pricing Philosophies

Go beyond hourly pricing suggestions to think more deeply about how you price different offers in your business.

What Do to Next When You Have to Do Everything

A simple, yet thoughtful framework for identifying the most important priorities on your docket.

Plus new dialogues will be added every month!

Investment: Monthly

$30/Month

Investment: Annual

$300 a Year

(Get two months free!)

(Yes, I could charge 10X, but I believe thoughtful events and relevant-to-you advice shouldn’t be gate-kept behind a high price tag.)

Risk-free guarantee. Cancel at any time.

  • What I love most is that Jessica’s advice actually works for super-early stage services entrepreneurs and grows with your business. It's realistic and tailored to the specific stage your business is at - she isn't afraid to tell you to crawl so that you can run. After just a few months, I have received far more value from the Deeper Business membership than I have from spending thousands of dollars on 1:1 coaching that yielded little results.

    - Kathryn Latham, Latham Business Solutions

  • I have found your Core Foundations course a brilliant resource to help me see how different things in my service-based business connect and to see the biggest picture. I was always missing the biggest picture and a system-wide approach and have been frustrated (to say the least) with very piece-meal, out-of-context, one-size-fits-all type marketing and business training in the past. The membership's monthly calls are a great way to deepen my new learning and implement things practically as well.

    - Katarina Hunter, Katarina Hunter Healing

  • I've been connecting with other members via virtual meeting and this has been so positive for me. Your teachings resonate deeply and are very grounding for me and my business. You are the corporate business mentor I never had when I worked in corporate. And that has been so healing for me in many ways.

    - Leah Tarleton, The Nourished Sensitive

  • I've connected with incredible people through you and had some paying clients as well. Once you opened the Membership it felt like a no-brainer. You've been so generous with your time and knowledge.

    - Bev Feldman, Your Personal Tech Fairy

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.

And just in case you’re thinking:

“But I’m already in other business communities…”

The Deeper Foundations Membership is not an online forum.

You can respond to discussion topics but it’s not a free-for-all where you feel pressured to keep up with endless discussions (and frankly, bad advice). Instead, The Deeper Foundations Membership focuses on essential business frameworks and practical implementation, taught by someone who bridges corporate expertise with holistic business design.

No manipulative marketing tactics or wading through a self-promotional cesspool—just clear guidance on building sustainable business foundations that work for you.

Every day you spend trying to piece together random tactics is a day you’re not building real foundations that could be supporting your growth.

Whether you’re building online, or offline, looking to scale, looking to stay small, want to maintain your momentum, or are looking for an introduction to the essential rhythms and rituals that make a business work…

By joining a community focused on real business foundations, you can stop the endless search for secrets and start building something that lasts.

Gain a clear understanding of your business model and exactly what you need to focus on next.

Understand core business foundations that work together and make running your business easier over time.

Implement marketing and sales approaches that feel aligned with your values and natural way of working.

Make confident decisions about where to invest your time and energy for profitability and peace.

Risk-free guarantee. Cancel at any time.

This offer is right for you if:

• You’re looking for practical business education you can trust

• You’re ready to build sustainable systems over quick fixes

• You appreciate both practical and holistic approaches

• You want a thoughtful community without the noise

• You value ongoing support and accountability

This offer is not right for you if:

• You’re looking for done-for-you solutions

• You’re not ready to implement what you learn

• You want complex marketing funnels or tech stacks

• You need intensive 1:1 support (consider Refine Your Foundations instead)

• You prefer a structured cohort experience (consider Define Your Foundations instead)

Ready to understand how a sustainable business actually works?

Join a community of expertise-based business owners focused on building sustainable foundations rather than chasing quick fixes.

Risk-free guarantee. Cancel at any time.

FAQs

  • The Membership is your introduction to essential business foundations and ongoing community support. Unlike my Define Foundations Cohort (which provides structured implementation guidance) or my Refine Foundations program (which offers intensive 1:1 strategic support), the Membership gives you access to foundational frameworks and regular touchpoints at a more accessible price point. Many members use it as their first step into working with me, while others maintain their membership even after completing other programs for the ongoing community and support.

  • The beauty of the Membership is its flexibility. You can engage as much or as little as your schedule allows. Most members spend 2-3 hours per month attending live events, plus whatever time they choose to invest in implementation and community connection. There's no falling behind—all resources and recordings remain accessible.

    • Metrics that Matter monthly reflection sessions will be held on the 1st Monday of each month at 1pm EST.

    • Deeper Answers/Ask Me Anything calls will be held on the 2nd Wednesday of each month at noon EST.

    • Deeper Business Dialogues will be held every month, on the 3rd Wednesday of the month at noon EST.

    • Deeper Connections Networking calls and Quarterly Intentions Rituals are the 4th Thursday of the month at varying times

  • All calls and meetings will be held on Zoom and you’ll be sent the link in emails from me.

  • All course materials, Q&A recordings, Deeper Dialogue replays, and resources will be hosted in Circle.

  • All live events are recorded and shared in the resource library. While live participation offers the benefit of real-time interaction, many members successfully engage through recordings and asynchronous community discussions.

  • You can cancel your membership at any time and payment will stop the month after you cancel. (If you cancel in January, you won’t be charged, beginning in February.) There are no long-term contracts or commitments.

  • Absolutely! But there is no pressure to do so. Many members choose to deepen their work with me through the Define Your Foundations Cohort or Refine Your Foundations 1:1 consulting program when they're ready for more structured implementation support or intensive strategic guidance. Your membership experience helps you determine which path is right for you.

  • While there's no required commitment period, I encourage members to give themselves at least 3 months to experience the full value of the community and implement the foundational frameworks. Real foundations take time to build.

Ready to stop second-guessing and start building with confidence?

Gain the community and on-demand support of others who want to build differently.

Risk-free guarantee. Cancel at any time.