Deeper Business

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

Feb 16 • 6 min read

Why I don't charge for my workshops


Deeper Foundations is open for enrollment.

Especially in these turbulent times, be consistently guided towards sustainable business foundations with the skills, systems, and personal support to implement sustainable business foundations. With live calls 2x a week and a small group, you won't be lost in a crowd or left to your own with a course.

We start March 13 and run through August. Limited to 15 8 participants.

(In Australia or Asia? I've opened up a monthly live call in your time zone. Email for details).

In March of 2022 I hosted my first workshop, called Radical Strategy: Designing Sustainable Business Cycles.

I had 8 register and 4 people attend, from my email list of 117 subscribers.

And I kept hosting a free workshop (now called the Deeper Business Dialogues) once a month for going on 2 years.

Over 500 people have registered for at least one class, with sometimes up to 70 registering each month. So when you host one and only a handful of people show up… keep going!

And 90 attendees have been a past or present client, Deeper Foundations cohort participant, or Deeper Business member.

It’s the highest leverage activity I’ve ever done in my business.

And I’ve never charged for them, for two reasons.

  1. I want people to be able to access knowledge without a high price tag or sitting through an insufferable “webinar that’s really a sales pitch.”
  2. Revenue generation isn’t the role of workshops in my business. And I’m prioritizing growth over monetization (because it’s hard if not impossible to do both at the same time).

The role(s) of Workshops/Roundtables

If you’re an expertise-based business (especially those serving individual purchasers), workshops can be a powerful tool in your marketing portfolio.

List Growth and Connection

The greatest honor any business owner can receive is a referral. And you know what’s easy to send a referral to? Something free.

Especially in this AI world where it’s so hard to know who to trust, it can be a lot easier to check out someone’s free work to see if they are someone you want to learn from. And it doesn’t risk as much from the referrer. If they didn’t find the workshop valuable? They’re only out the time, not the money.

And as a first step, compared to a lead magnet you might download once and then forget about? They’re spending an hour with you, not 30-seconds reviewing and setting aside a PDF.

An Invitation to Deepen

Whenever someone asks to learn more about what I do, I always have another event to invite them to that can deepen the relationship. They get to see me in my element (teaching) and walk away with a lot of value in an event I’m already hosting anyways. I’m not relying on email or social to build the relationship, we’re doing it in a way that builds trust and rapport much more quickly.

And frequent attendees, especially those who speak up? I get to know you, even if you're not a paid client. It's a two-way dialogue, not a one-way monologue.

Building and Testing Business Assets

When the book comes out later this year, frequent Dialogue attendees will recognize much of the content. Where better to test out content, frameworks, and teachings than on a live call with humans? I’m forced with my own deadline to formalize and articulate my own thoughts before sharing them with a screen full of Zoom faces. I can see where my content needs to be adjusted. You’ll also see me writing a lot about what I want to teach in my newsletters every week as I research and prepare.

When the workshops go well? These are now assets I can take as workshops to other communities. And every community I presented in had seen me teach before so they knew what they were getting. (Want me to guest teach in your community? Email and we’ll set it up!).

Buying Signals

Workshops can be a powerful signal of interest from people who are intrigued about you, especially paid workshops. While I don’t have paid workshops yet, paying for a workshop means they’ve signaled not just interest, but intent to purchase - because they’ve already purchased something from you. With a larger quantity of attendees, buying or purchasing a paid tier for an offering often signals more commitment to follow up with them for the next step. But even if/when I introduce paid workshops, I’d have to sell a whole lot of $50 tickets in order to equal the revenue from one private client - and I didn’t want to put up that potential barrier to someone attending a class.

Finally, workshops can be a formal business model

Especially if your time is limited - you run another business, you do fractional client work, or you otherwise are limited on time from other paid work - workshops can be a formal business model.

Olly Richards is a great example. He runs StoryLearning, a language education company, and burst on to the business-building scene in late 2023 with a $1M business case study doc. He primarily makes money in mentoring other 7-figure online educators. But he sells a bunch of $100 workshops - as a buying signal/lead qualifier but also with his audience size, can make $5,000-$10,000 a pop. Of course, he has almost 20,000 subscribers on his list. I don’t.. not quiiiiite yet.

The trick here? Try not to serve too many different audiences. It can diminish your positioning or fracture your focus if your workshops are serving a different kind or caliber of audience than who normally invests with you.

Not ready for a monthly workshop?

You certainly don’t have to teach a fully fledged master class each month.

But what you can do?

Gather people together regularly.

Alternate between showcasing your expertise, answering questions, and holding space or connecting attendees to each other.

Instead of “always be closing”, always be inviting people to step further into your world, in a forum that you can consistently host.

And don’t give up when the first few are lightly attended. Build the familiarity, build the systems, and build momentum.

NEW EPISODES

Who gets human thoughts? The Fight for Trust in Content with Jessica Mehring

We discuss how the steady creep of AI into our communication is impacting trust and encouraging sameness. Where should AI fit into the writing process - or should it at all? How is AI impacting our communication and creativity - and how we can use it for the better?

Free workshop

February Topic: Running multiple or hybrid business models

Feb 19, 12 pm ET

As much as I say "focus on one business model", many of us run multiple business models. Or want to!

So in this Dialogue, we'll review strategies for delivery, time alignment and marketing for when you're running multiple business models

  • How you can bundle your offers together
  • Multi-purpose roles for each activity
  • Theming your days, weeks, and months across your business model

Community and Reads

The Networking Secret that Only Requires Four Emails Per Year

But building a strong network is one thing, and keeping it strong is another. It’s true that maintaining these connections takes work, and many of us only put in the effort when we need something from our contacts—namely when we’re looking for a job. The good news is that you don’t actually have to work that hard to keep your network alive. In fact, one of the most effective networking methods only requires writing four emails every year.

Pillar #3: A consistent, customized sales process: Caroline Fay of the Extra Group - if you're an early stage sales founder... get on the list.

Building a product that embodies the kind of world you want to live in, having full agency to shift and pivot as you see fit, reporting to no one but the market? Glorious.
The feeling of making your customers’ lives easier, all thanks to something you dreamt up and built from nothing? Magic.
This is why we take the leap and embark on this arduous, demanding, multi-year odyssey.
And this is exactly why consistency matters so much.

Jessica Lackey

START INVESTING IN YOUR BUSINESS FOUNDATIONS

  • Deeper Business Membership: A low-lift but high-impact membership to learn and implement the core Deeper Foundations frameworks, and build connections with others doing the same.
  • Deeper Foundations: The foundational curriculum, coaching, and community if you're ready to stop throwing tactics at the wall and start building real, sustainable foundations. March cohort is enrolling now.
  • Deeper Growth Consulting: When you're looking for individual support to grow or scale your business. Apply for 1:1 consulting openings, with 1 opening to start in April.

Your email preferences:

Change your account details

Unsubscribe from all email


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


Read next ...