Deeper Business

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

Apr 12 • 5 min read

Sequence over deadlines


During the Building Blocks live program in February, I was testing out a new todo app called Todoist — seeing if I could transition to a simpler interface than ClickUp now that my team is smaller.

So I dutifully loaded up my current projects and tasks…

…and started noticing a pattern.

The due dates were useful for things that were actually timely: filing 2025 taxes, paying estimated federal tax, paying State PTE tax, paying sales tax. (Ooof, no more taxes.)

But for my more complex projects? I started getting frustrated with myself for pushing out task due dates.

Membership onboarding journey? Didn’t do that today, I guess we’ll try Friday.

Membership project plan? That’s overdue, let me find the next time.

The Root by Root book revisions? That’s overdue too…

And then I remembered... this is why I don't set due dates for tasks within my bigger projects!

Because of how these tools are designed, they ask you to put in due dates. Which for many tasks is useful: podcast editing that needs to hit a weekly deadline, a response to a client, following up on a sales proposal.

But for what I call Build projects? Where tasks take an undetermined amount of time and depend on your creativity?

I find self-imposed deadlines overly restrictive. Instead, I focus on a different concept: Sequence over deadlines.

When you operate in sequence

We’re terrible at estimating how long things take. We set arbitrary deadlines, then try to cram all of them into a capacity that’s too small. How else will we get it all done right now?

When we operate with fixed deadlines we can’t hit, two things happen. First, shame. We measure ourselves against an invisible standard we set while feeling the pressure of speed and conclude the problem is us: I’m just not moving fast enough.

Which leads directly to the second peril: we re-plan. We spend as much time reorganizing our priorities as we do executing them. We lose precious time to decision fatigue — having to repeatedly decide when and whether to pick back up the work we had to move.

Instead of holding to deadlines, we hold to a sequence of commitments.

The next right moves rarely change. When you think in sequence, instead of committing to a deadline, you commit to an order. One project after another. You stay with that work until it’s done, and then move to the next. No thrashing, no re-planning, no shame at missing deadlines, and no energy lost to wondering what comes next. Only executing in order, evaluating the sequence at each reflection cycle.

My current sequence

I have three interconnected BIG build projects right now:

  1. Overhauling the Foundations Membership — updating onboarding, programming, and space organization to match the rhythms we’ve embedded over almost two years. Member survey, member interviews, the works.
  2. Formalizing my Five Foundations framework into a map and handbook — tying together Relationship Rhythms, Building Blocks, Business Models, and more.
  3. Writing my next book (also tied into the Five Foundations framework).

Plus two “small” projects: prepping for Relationship Rhythms live experience (mid-May — mark your calendars) and turning Building Blocks into an evergreen summit asset.

(P.S. — I work a full 40 hours a week on my business, with about 8 hours dedicated to these projects, which is why I can take this many on at once.)

All of these are intertwined: the Membership onboarding will be informed by the Five Foundations framework, which means I need to do the Map and handbook work in tandem.

So when I sit down to do the “tasks” from my task manager… sometimes the tasks aren’t clean and I didn’t get the task-level order right. Last Friday, instead of working on the Membership Onboarding journey, I built out slides for the Five Foundations Framework. This week, instead of the handbook, I finished the Member Survey questions.

When I try to hit deadlines? I feel guilty for working out of order. If I don’t get to something Thursday when I said I would, I feel bad about it.

When I work in sequence? I know the big 2-3 projects I’m working on and the underlying components. When I sit down for Build time, I decide what next step on this limited list is calling my attention. Everything else that looks interesting gets parked in an undated ideas list.

If I don’t finish what I was working on? I keep plugging away in my next block of time.

If something urgent pops up (like yesterday during book time)? I don’t re-plan. I don’t spend time shifting deadlines in my task manager. I just know where I left off and where to pick it back up.

I know the big 2–3 projects I’m working on. I know what’s included, what steps I need to hit, and roughly when they can launch.

I’ve stopped worrying about whether I’m moving fast enough—at least by arbitrary deadlines.

I care more about whether I’m working in the right order.

Because when I feel behind, it’s rarely about pace. It’s that I’m trying to hold too many things at once.

NEW EPISODES

Is your inner child running your business with Nicole Lewis-Keeber

In this episode, we talk with Nicole Lewis-Keeber, MSW, licensed clinical social worker, ICF-credentialed coach, and certified Dare to Lead facilitator, about how childhood trauma and nervous system responses show up in the way we run our businesses. Nicole spent 18 years as a therapist before launching her own business 12 years ago, and she’s been carving out space for this conversation ever since — even when therapists told her she couldn’t talk about trauma outside the therapy room and coaches told her to stop using the word entirely.

We get into how our inner children influence everything from sales to visibility to pricing, why urgency is usually a trauma response, and what it looks like to pause and figure out who’s actually making the decisions in your business.

Community and Reads

When the maps stop working | Angie Stegall

I’ve been thinking about what it means to find your way when there are no maps, no compasses, not even a trail.
And not thinking about it in some abstract, philosophical sense. I’m moreso thinking about it in the very literal sense of: the world is changing so fast that the old ways of navigating aren’t working reliably anymore. The standard maps suddenly seem wrong, upside down even. The trails that exist are way over-used. People have even re-routed trails or created roadblocks for their own benefit.
For instance: watching several thousand people being laid off from a company who claims to be making record profits. Systems so complicated and/or expensive to navigate that you give up (and it’s designed that way). A tax code that is thousands of pages long. Benefits you paid into your whole working life and now there’s chatter of that system going bankrupt? You get the idea.
But here’s what I’ve noticed: some people aren’t freaking out. Or they are, but there’s something else happening too. Something underneath the fear: a kind of awakening.

Jessica Lackey

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


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