I guess I’m starting over? (but cozier this time)


Hey friend,

So I just realized... I think I’m starting my business over.

Not totally from scratch — more like from the soft middle.
Let me explain:

I started my biz way back in 2016 with zero clue what I was doing. I just knew I didn’t want to work in a store anymore, especially after getting a taste of working from home with Apple. I figured I’d take a shot at building something of my own. ✨

And I did — kind of. I had a few solid years, and then like a lot of folks, there was a boom in 2020/2021, and then it started dying down around 2022.

From 2021–2023, I sort of floated. I had one amazing client (still do), and I bounced around between South Carolina, Florida, and Oklahoma, with several stops to Missouri, trying to figure out where I wanted to land — literally and figuratively.

In 2024, I finally moved to Tulsa and hit pause on pretty much everything business-wise. I kept my client. I picked up work with Kit. I started a job at the general store I love. And I let YouTube, emails, and all the other “marketing things” collect dust.

Why? Because I didn’t know how I could take on more clients and provide them a quality service when I barely had room to breathe.

But here’s the truth I’ve been avoiding for years:
I’ve always wanted a digital product business.

Not because I don’t love helping people one-on-one.
But because this introverted girl needs space. And quiet.
And a little bit of ✨softness✨.

Not hustle culture.
Not being glued to socials.
Not being on-call for someone else’s every little “quick thing.” (10x because that's the number of clients I'd need to juggle to hit income goals.)

So here I am — soft launching a softer business.
Sustainable. Cozy. Systems-first.
A business built for quiet mornings, weekend energy, and clicking “publish” without spiraling.

If that sounds like your kind of business too… I’m so glad you’re here.

I’m still offering limited 1:1 services if you want my eyeballs on your tech stack or a cozy workflow sesh. Just [reply to this email] or [book a Cozy Tech Sesh here].

And if you’re in the messy middle of your business (or starting from scratch again), I made something for you:

🌸 From Chaos to Cozy is now available!
It’s a digital setup system to help you get your files, folders, and focus in order — with checklists, cozy vibes, and even a note from Oakley.🐾

Take a peek here: delanasimmons.com/chaos

Here’s to calm systems, clear folders, and finally making your digital space feel like home.

Delana 💜

Delana Simmons

Join me for my monthly newsletter, The Tech Stack, for tech and systems tips plus a little encouragement and motivation to keep carrying on. ✨ I'm an Operations Manager and Tech Specialist/Virtual Assistant for solopreneurs who have spent countless hours trying to learn tech but aren't getting anywhere. It's time to hand it over to your own personal Tech Fairy Godmother and get back to your clients… and your life!

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