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The messy middle of entrepreneurship
Episode 3610th September 2026 • The Momentum Experiment • Cat Mulvihill
00:00:00 00:20:43

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Today I share how I'm feeling as I navigate through a messy part of the business process: choosing not just the long-term future direction of my business, but also the short-term. It's uncomfortable, unclear, and I wish I could skip it. But I'm in it, and the only way is through.

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Have you ever heard the phrase, it's like building a plane while you're

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flying it? Because that's what my business feels like right

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now. I have left the ground, I'm in the air, I'm the pilot,

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but I'm also the mechanic at the same time. And

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I have a general sense of the direction I'm heading,

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but I'm, I'm still working on the blueprint and the

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path and figuring out exactly what's going on. And it, it can be a lot.

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And I refer to this as the, the messy middle right now when

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You are in charge of your own business and you are the one deciding

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what you're doing. Uh, I don't like it

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if I'm being honest, but you can't skip it. I can't

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just skip over the messy part. I, I have to be in it and actually

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work through it. So today's episode, I am

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sharing what that actually means when I say I am

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flying a plane while building it. What am I actually facing right now? Mm-hmm.

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But then of course, more importantly, what do I plan to do about it? And

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as you know, here on this podcast, me saying this out loud is actually

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part of the process for what works. And if you are new here,

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welcome. I'm Kat. On this podcast, I do share behind the

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scenes. I try real-time experiments that help me to

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follow through on what matters and find momentum as a speaker and

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writer, but especially as one who has ADHD and actually works

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better when I have a boss. But I am my own boss,

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so I've gotta figure it out. And that's what we're doing here today.

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Now, what is actually going on right now? So as I

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shared at the opening, I do feel like I am building a plane

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while I'm flying it. But another way I could say

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this that I've heard other people say is that I'm working on the business

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while I'm working in the business. And although

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that's always gonna be the case to some degree, if you are responsible

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for your own work, if you're self-employed or you run a small business,

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You're always going to be figuring out what that business looks like, and it's going

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to be dynamic. Things are constantly changing. But I'm

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at that point in the early stages where,

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let's be honest, the plane is questionable. I might be in the air, but I

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am not far from the ground, and I feel like any sudden movement

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could cause a crash. And there are days that I

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have where I'm thinking, should I just land this thing and just do something else?

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Maybe just get on someone else's plane instead of flying it on my own.

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So the other way I could say it is that I just, it feels a

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little bit precarious right now. Now, what does that

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actually mean in plain language? So when I

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think about flying the plane or working in the business, that

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is me creating content, doing this podcast, running workshops,

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having appearances, doing webinars. And it also

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looks like doing client work because I do have some active clients.

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It's also things like outreach that I share each week of

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me trying to plant seeds and get out there and try and find

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opportunities. Now building the plan. So actually working

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on the business itself. The big thing right now is I'm

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trying to decide what is the business

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model, both long-term and also

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short-term. But it's also because I'm still in the

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earlier stages of this pivot that I've made.

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I'm also exploring and experimenting because I don't have it all figured out. And

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one of the ways you figure out what works is by trying things firsthand and

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seeing, does this work? Is this landing? Now,

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with my business model specifically, I have stated here before, and I will

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state it again, that speaking is definitely a big part of this,

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where I want to be in rooms, in front of groups, and

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sharing my message and trying to help shift people's perspectives.

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That is a really big part of what I aspire to do, and it has

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been for a very long time. I remember

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when I was, I think, still a university student, and I learned

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that you could actually make a living as someone who speaks in front of groups.

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And at the time, it was more someone introduced the idea of

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being a facilitator and running workshops and helping people with

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professional development. I already did that and loved that, within the

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university environment. And so I knew that was something I aspired to do.

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And when I first had my first engagement at a conference

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in my early career, and I spoke to a group, and then they, I think

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they gave me a bottle of wine from the area. And I remember thinking,

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I'll consider this a form of payment. I just got compensated

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to speak. And it felt so good with that experience. So that

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has been a very long-time thing for me, decades. And

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that's unlikely to change. The other thing is that I

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am going to be publishing a book. I can

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share, I think I'll share more about the book on a separate podcast because there

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has been some updates with the book and the progress of the book

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that I don't want to get into today, frankly.

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But maybe I can do that on a, on a, an upcoming episode pretty soon.

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Now in the long term, so speaking, the book, et cetera, I know that that's

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part of my business model. But right now in the short term,

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I do not have a clear vision of a bunch of

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paid speaking engagements. It, I am still in the earlier steps

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of the, the speaking component. So then I need to decide, okay,

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what does my business model look like for the next, say, 3 to 6

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months or even next year or 2 as I build up longer

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term and knowing that you have capacity

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constraints. So at the moment, for example, I have coaching clients. Um,

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I also have a business client that I help on with, with Notion,

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because that's something that I really enjoy doing. And frankly, I'm pretty good

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at it. And that is one way that I am bringing in

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some revenue, but it's not something that's necessarily consistent, but it also

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has constraints. When you're working one-on-one with people, there are only so many that you

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can work with. But then I've also been playing around with offers

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when I'm playing around, just experimenting. So I have run a

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public workshop that I did last week, and that was a

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paid offering. It was $99, and people could come to the live

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workshop, do the work together. And so

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experimenting with that, how does that feel? But when it comes to

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offers, there are sort of 2 ways that I could see this going. When I

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say offers, generally for my work, I'm talking about running a workshop or

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leading a session or maybe a group program where I can help multiple

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people at once. And There's one direction,

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which is the more B2C or straight to

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consumers. And that is where I, that's what

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I did last week where I opened up the doors and said, hey, here's this

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immunity change workshop. You can come to it. Anyone can come to it. But then

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there are also B2B or business to business where I am

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maybe having, I'm getting in front of an audience of people, but I'm doing this

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by working directly with the person who organizes that group. And

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so I actually do have an upcoming workshop that I will be running

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where I'm being paid by the person who coordinates the group

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instead of individuals from that group who have to pay. So there are

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different models and different ways for me to do this. And so part of this

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experimentation is saying, okay, what works? What

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do I like? What can I sustain? Because as I mentioned

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recently, that when I think, why do I do this to myself again?

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It's whenever I'm trying to go B2C, like direct to

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a consumer and saying, hey, I'm running this thing, will you sign up? My

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nervous system is just dialed up

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so high that there, I do have that question of why do I keep doing

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this to myself? Because there is a stressful component to

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that, which is a different type of stress when you're

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trying to work directly with people in more of like a business-to-business

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context. Where I'm just trying to say, let's book a workshop

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where you bring me in, you pay me, and I help everybody who, who shows

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up. So those are some of the, the challenges is how do

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I make sure that I've got my eye on the long term and

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work towards that long-term goal while also saying, what am I doing right now?

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Because I need to earn a living and this is actually my business.

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And so some of my biggest challenges. that I'm facing.

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One is that I have a framework that I believe can

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help in so many different contexts. It can help

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people in their personal life with making changes. It can help people in

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their professional life. It can, it really can help

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so many people, which if you know anything about entrepreneurship, you know

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that that is a challenge because you're not narrowing down who exactly are you

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helping. Now I know that the type of person I want to help most

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is the person who does struggle to be self-directed.

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They often put off their own stuff and focus on other

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people's or more urgent things. And then they have this sense of, why

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can't I just do the things that I care about, that I want? Because I

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know personally firsthand how difficult that can be,

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and I know the pain and the shame that can come along from it.

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So as far as the actual person and their experience, I know

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that that's the person that I want to help most. However,

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what specific problem and how do I reach them?

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And one of the issues that I bump up against is that some

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of the other entrepreneurs, authors, creators that I admire,

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they are helping so many people. You know, if you think of Atomic

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Habits and James Clear, he, his book

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helps countless people. It has, is one of the bestselling books across the world.

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because it helps with habits, and everybody has habits, both personally and

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professionally. And I want to reach a

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large group of people with this perspective of understanding

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the 3 different ways that you can get stuck and looking at how to overcome

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those roadblocks using my momentum formula. But

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should I be starting smaller, more narrow? And I have asked these questions

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around for people who help a really wide array of people

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with many different issues. where did they get started? Because they

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probably didn't start casting a really wide net. And

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so how do you start more narrow, but without also restricting myself

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early on? So it's just this balancing act, and I'm not the first person to

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deal with this, and I will not be the last, but it

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does cause me to pause when I'm trying to make decisions

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about what my business actually looks like, especially as someone who's just barely off

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the ground. So I really do need to pick a flight

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path. And also a, a plane blueprint. What is

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the plane I actually want to be flying? And I need to try it

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for long enough to see if it works. But I am

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also a business owner who has ADHD, and I struggle to follow through on

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my own internal expectations. But I'm also my own boss

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and the buck stops with me. And so I am ultimately

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responsible, and that is one of the challenges. It's also why I do this

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podcast because I am not self-directed. I

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do struggle to follow through on my own things. And so that's why I'm actively

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experimenting with what works and I'm saying it publicly in

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this forum so that I have that level of

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accountability of saying it out loud to other people, because that does

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actually help me. As for the, what am

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I going to do about it? Because I don't want to just come on here

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and complain and say, these are all the things that are stressing me out. I'm

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in the messy middle. I have to make a decision about what that

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means. So first and foremost, I am going to take advantage of

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resources I already have access to. I've mentioned a

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couple times, I think, in recent episodes that I joined

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a community that is run by my friend Jessica Lackey,

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and it's called Deeper Foundations. Now I initially, and I've said to

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her, the attractiveness for me is that she has

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accountability and coworking sessions for specific things. Like

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on Mondays, there are calls specifically for outreach to make

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sure that you're constantly staying connected to people and that that is a thing you

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are not delaying in your business or that you're making it a priority to

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network, outreach, et cetera. Having those detailed sessions or

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those specific sessions for things that I tend to put off is very

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important to me. However, within that that

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membership, she also has incredible content. And

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I have read her book called Leaving the Casino. And the whole

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basis or kind of the foundation of the book is that when you

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are starting your own business, especially creating a business online,

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it is, you are bombarded by all of these

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messages about, oh, you should do this and this and this. And everyone's got

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these promises of riches. If you only do this, then you will have

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success. And look at this amazing story. And it is very,

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it's like being in a casino where it's just all of this promise of riches

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and people are trying to grab your attention over here, play this game, play this

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game. So this leaving the casino concept is you

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have to figure out what kind of business you are running, and then you have

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to put on some blinders and just stay focused on the actual business you're

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running and work on techniques that work for that business

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and not for every other possibility, because there are so many ways.

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to run a business online. And if you don't know, you are

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constantly going to be pulled in all these different directions. The

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other thing that I am going to do is actually read a

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book that I just picked this up from the library. This is called The Long

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Game by Dori Clark. And actually I had the

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opportunity to see Dori speak at an event last November. It was,

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it was about running a sustainable business. And

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I really appreciated her talk so much. There were some things that really landed with

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me. And this idea of the long game of what do you pay

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attention to when you are building something out and you don't know if it

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works yet. So what are sort of these leading

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measures that you can look for? What are the little, little

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evidence that maybe you're in the right direction? Because it can feel like you are

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just building in the dark and have no idea if

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you are even headed in the right direction, but you need to give it a

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try for a little while. You can't just, you not try anything. So I

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haven't started yet. I literally just picked it up a couple days ago. The

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other thing I find that's helpful when I'm in this kind of mess, this

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messy part, and it has worked in the past for me, is asking a

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question inspired by the former CEO of

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Intel, Andy Grove. I believe he's the former CEO. And

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he asked this question, you know, if we had a new CEO who came in

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tomorrow and they were in charge of running this business, what

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changes would they make? And I think this is a really, really

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rich question because as soon as you look at your business from

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the eyes of an outsider and what would they do differently,

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you can usually address some of the more obvious things of, well, okay,

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it's clear that I got to change this part of my business. However, I

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don't want to ask that question just yet. I am first

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going to work through a lot of the questions that I already have access to

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in the Deeper Foundations membership. And work through

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that slowly. And this is also embracing the whole concept from

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Jessica's book around, you know, you have so much advice, so

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just kind of narrow it. I don't want to be skipping between, okay, this person's

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idea, this person's idea, this person's idea. I just want to

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ask some really important questions about what is the business that I want

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to run and that works well for me. And also just once you

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understand the business you're actually running, Then I make decisions around

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that, and then I think it's appropriate to ask the CEO question

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that I have. Um, the other part that's really important right now

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during this messy middle is that I need to be patient with

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myself and just know that this

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is kind of sticky. I might feel like it's a really tough slog. It does

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feel like that. I do feel like that right now. And

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this won't be this way forever. Yes, I will always

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be keeping my mind overall on the business,

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but there will be moments where it is a bit more stable, where I have

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figured out something and I need to trust the process.

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And that's what I'm trying to do. So speaking

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of trusting the process, let's go to the tracker and see how

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things are going with my monthly tracking. We're in a new month. I

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recapped last week how the month of August went. So let's take a look

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now at September so far. Keeping in mind that

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I did embrace the Labor Day long weekend that we just

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had here in North America, where Monday was a holiday, and I said, yeah,

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I'm taking this. I am going to actually fully relax.

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And so for September, my posting, so my overall

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monthly posting goal is 25 posts. And so

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far in September, I have 6. So I'm 24% of the

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way towards that goal. And then if we look at outreach,

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outreach is a little slower and that's because Monday is my outreach day and I

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took off Monday. And for my outreach goal

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for the month is 25 for outreach. And so far I've

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had 1 outreach. Now I have had some inbound and

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some of that is coming out of, coming out of the fact that I do

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talk about this more and I am putting myself out there more. So I actually

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do have a conversation this week about a speaking opportunity.

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If that gets booked, then I can add it to my tracker under outreach

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results, which as of right now for September, I've had one

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appearance that was last week. And then I have not officially

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booked any speaking gigs yet, but after the conversation, hopefully I can

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add at least one to it and we'll continue to, to add

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there. And for my outcome tracker,

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which for September, the number of people I've spoken to in an

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audience, so a countable number of people. Is

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111. Last week was a great week for getting in front of people.

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And then so far, 15 new subscribers to my

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newsletter since the start of the month. And so

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overall, 126 is the, the total

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count so far for September. And so it is nice to

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see, see those numbers and that tracker, and I will

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continue to kind of keep that updated on the progress. It does

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every week, but when I prep for this podcast and I fill it

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out, it does remind me, yeah, I am,

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I'm using public accountability. I am sharing out loud what I am

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doing and I am feeling, I am feeling good about it.

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Even in spite of this kind of messy middle, this

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trying to figure out what, what works, what I wanna do long-term.

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These are not easy questions, but they're really important questions.

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And the last thing I'll say to the important questions part

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is that I really, for me, it's important to have

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physical space and mental space to ask these questions

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and answer them. So it's often pen on paper, sitting

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by a window, maybe going to my favorite cafe, and just having

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that time and space to work on it. And also, I think

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protecting time for me to work through

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questions that are guided, like the Deeper Foundations work that I

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plan to do. So that needs to have a small, simple plan

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of, okay, space in the calendar. When am I working on that?

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And luckily, because this is something that I joined recently and Jessica

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does calls with everyone who joins, I do have a call on the calendar with

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Jessica, which helps me to also prepare knowing, okay, we're going to be on a

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call. And so these are some of the things I want to work through.

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However, I'm also debating whether I see if there's

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anyone else in the Deeper Foundations community who might be

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interested. If maybe they've been putting off going through the course

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material, maybe we could start up a little— you know, I love an

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accountability group and I love a pop-up group, so I might see if

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anyone else is interested in that. So those are the things I

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am trying right now as I figure out to try and keep this

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plane in the air. And not nosedive

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into the ground. And I know that sounds very dramatic, but there

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are days where it kind of feels that way. There are

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stakes to this. This really, really matters to me, and I don't wanna mess it

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up, but I also know I'm going to hit some bumps. It's gonna be

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rocky. There's gonna be some turbulence, but I'm still gonna keep showing up.

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I'm gonna keep sharing my message so that I can follow through on what

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matters and build momentum as a speaker and writer.

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