Earlier this month, I went to Podfest 2026 and it was a blast. I gave a talk about not letting AI do your work for you. I also got to spend time with my brother, who works at Disney World.

Now, for an extrovert like me, conferences are life-giving. I love meeting new people, having great conversations, and learning things to make my business, and me, better.

But between the long conference days and the long Disney days, I was beat. 40-year-old me doesn’t bounce back as well as 25-year-old me. I was excited to go home.

But when I got to the airport at 3:30pm for my 5:45pm flight, it got delayed until 6pm. Then 7pm. Then 9pm.

We didn’t take off until after 10pm.

I was super bummed at first, but there was nothing I could do about it.

Stuck with nothing to do, I realized something: this was forced downtime for me. I was in the airport, couldn’t go anywhere else, and leaving the chaos of a long trip to go back to the chaos of a house with 3 small kids who were getting over being sick.

The airport was essentially a chaos-buffer for me.

I decided to make the most of it. I headed to a restaurant, did some reading and writing, and ended up making friends with two other stranded travelers.

While I didn’t get in until 3am and was extremely tired, I was actually grateful for that forced break. If I got word about it before I left for the airport, I would have ended up doing something more strenuous.

Instead, I got a little bit of extra time to myself. This is great because we have a lot going on.

Why we all need downtime

Something else I tested at the conference (and in last week’s poll) was the idea that I help solopreneurs take off several weeks throughout the year.

I’ve done this successfully multiple times. I took 4 breaks of at least one week each in 2025, my best fiscal year to date.

I was a bit shocked at the strong reaction I got from people. They told me, “I could never do that,” “business owners don’t take time off,” and just straight up, “no.”

There was a point in my lifetime where vacation meant actually taking a vacation, and being unreachable was a good thing.

It’s really a shame that the idea of not taking my laptop on a family vacation is met with “good for you,” and not, “why would you?”

I also completely understand this sentiment. For a long time, I felt I couldn’t take time off either.

But I built a system of automations, contractors, and most importantly, clear communication to give me the space I needed.

After all, if I’m going to be chained to my desk, I might as well do it for a steady paycheck.

So how can you do the same thing?

Start Simple: Understand Your Work

Many solopreneurs are so busy doing client work that it’s hard to take stock of what’s working and what isn’t. Instead of getting an idea of how the business is doing, we move from one task to another; the stress builds up, and there’s no relief in sight.

The first thing I strongly recommend solopreneurs do in order to build a system that allows them step away is know what you’re doing.

This means auditing two things:

• Your Time
• Your Tools

Figure Out Where You’re Spending Your Time

I like to tell people to make a list of everything they do throughout the course of a week. This will give you an idea of where you’re actually spending your time.

You can do this a few ways:

1. Sit down with a notebook and write out a list. Spend about 20-30 minutes thinking of all the tasks (or go back in your task manager)
2. Keep a notebook next to you and do some real time documentation. As you move from task to task, write down what you do, and how long it takes you to do it.
3. Use a time tracker like Toggl.

I like the combo of 1 and 2. It helps me see what I remember doing vs. what I don’t think of.

One more important note here: write down everything — even the distractions. Sitting at our desk for 8 hours almost never yields 8 hours of work.

Are Your Tools Helping or Hurting?

You should also determine what tools you’re using, how much they cost, and if they’re actually useful.

In a recent episode of Streamlined Solopreneur, I talked about why gear and tools actually matter a lot. If you’re spending your day fighting your tech stack or using something overly complicated, it wastes more time than it saves.

For this one:

1. Make a list of all the tools you use and how much you pay for them annually.
2. For each tool, answer 4 questions:
   
   1. Do you need it?
   2. Do you use it?
   3. Do you like it?
   4. How would you rank it on a scale of 1-10, where 10 is the best?

Armed with this list, you can determine a few things:

• What are the tools you don’t use, and therefore are wasting money on?
• What tools do you really need?
• Which tools can you completely eliminate?

Coupled with how you’re spending your time, you can get a complete view of the day-to-day operations of your business.

Using the Audit

Now, armed with this new information you can:

1. Eliminate wasteful tools and tasks.
2. Use the tools you use to automate tasks instead of performing them yourself.
3. Delegate tasks to a VA or contractor.

The audit allows you to understand the problem so you can fix the problem.

From there, it’s up to you to optimize and trust that you can step away for a week without your business crumbling.

That’s what I did, and I couldn’t be happier. I started my business for freedom, and that’s what I’ve given myself. I want to help as many solopreneurs as possible break free as well.

You shouldn’t have to wait until stranded at an airport to get the downtime you deserve.