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Why Sarah Walked Away From Her Own Business

A story for fractional professionals about the offer that changed how everything worked.

Why Sarah Walked Away From Her Own Business

This piece was originally published on https://gev.design/newsletter/why-sarah-walked-away-from-her-own-business/


She called me to tell me about a job offer, and thirty seconds in, I already knew what I was going to say. Don’t take it. I said it more than once over the next few weeks.

Sarah took the job anyway. She’d been fractional for two years by then, mostly in marketing and product work, and she was good at it.

No one shares this with you when you go fractional, but this moment will come back. You leave a job because it stopped making sense, you build something that’s yours, clients you chose, hours you set, and then, at some point, a good offer lands in your inbox and you have to ask yourself the same questions all over again. Some people take it and never look back. Some people take it, stay a while, and go independent again in a few years, older, wiser about what they actually want this time. Almost nobody’s path is as clean as it looks.

I’ve watched enough fractional folks go through this to know the “you sold out” story and the “you finally got serious” story are both usually wrong. So when Sarah said yes to the job I told her not to take, I didn’t want to write her off. I wanted to understand what she saw that I didn’t.

I called her to actually ask.

The chat didn’t go the way I thought it would.

I asked what tipped her into yes. I expected an answer about the salary, or the brand, or the title. She didn’t go there.

“The stability was the loudest thing in my head,” she said. “This income and this offer is guaranteed, for the next little bit.”

Fine. I could argue with that, and I did, a little, in my head while she kept talking. Guaranteed for how long? I wanted to ask. Guaranteed compared to what?

But then she said something I hadn’t accounted for at all. She’s been remote and freelance for years, living alone, and what she wanted almost as much as the income was people. A team. Somewhere to be, not just something to manage. And I didn’t have a real comeback for that, I still don’t

I asked if this was a pause before she comes back to building something of her own, or if this is just where she’s headed now.

“It’s a path,” she said, “because it’s bridging into a space I feel very passionate about.”

Health has been the hardest part of her life. It’s touched her family too. She wasn’t taking the job instead of the thing she cares about. For her, this might be closer to it than any role she’s had up to now.

I felt kinda dumb. I’d spent weeks arguing about titles, raises, ceilings, what she was walking away from. She was answering something else entirely: what she wanted to spend the next few years learning, and who she wanted to be while she did it. I’d been obsessing over the outline of a career and never asked about the actual life inside it.

Then she said something that completely changed how I understood what she was doing.

“I am super afraid that I’m gonna find out that product is not my thing,” she said. A pause. “I’ll be dead-ass honest. I am very worried that I am going to want to do lots of really cool work and work really hard, and it doesn’t move the needle.”

She wasn’t naive about the risk. She was carrying it, consciously, and choosing it anyway. I’d been treating her decision like she hadn’t thought it through. She had. She just landed somewhere different than I would have.

I asked if anything I said actually changed anything, or if it just sat there while she made the decision without me.

“It did,” she said. “When you were just like, Sarah, we can do such great things, and you offered to give me some of your time to help me figure things out, it made me feel like, I want that now.”

She told me she sat in an Uber one night after one of our calls, asking herself out loud if she was crazy to take the offer instead of staying independent.

She didn’t hesitate. She told me there was no guarantee she’d see another offer like this, and she didn’t want to spend the next few years wondering if she’d let it pass for nothing.

I’m kind of glad I was wrong.

I asked what she actually learned about herself over the two years we worked together.

“It’s a hustle,” she said. “If you put in the work and the hours, you will fly, if you live and breathe it. Networking, all of it. But I learned about myself that I don’t live and breathe it all the time. My hobbies, my health, I wanted to use that time for myself. That’s where I’m at right now.”

She paused. “I gave it a good two years, but I just don’t think it’s the right time.”

Part of me wanted this to end with a clean admission that she was right and I was wrong. That’s not quite what happened. I still think most people give up on their own thing before they’ve really given it a chance to work. I haven’t changed my mind about that.

But I was wrong about her, specifically. I assumed her reasons for staying were weaker than mine for leaving. They weren’t. They were just hers, and she’d arrived at them without my help, thinking about things I hadn’t even brought up.

If you’re fractional right now and a good offer comes across your desk, this isn’t a piece telling you what to do with it. It’s just proof that saying yes to a job doesn’t mean you were never cut out for this. Going back isn’t the end of the story. For a lot of people, it’s just one part of a much longer one.

Sarah Keast is a creative and marketing designer. You can find her on Instagram and LinkedIn.

A quick note on why I’m telling stories like this one:

I’m building Juggle, a tool for exactly the people in this story, fractional and independent professionals trying to run a real business without the overhead of a real business.

It starts small: Juggle turns your client calls into organized, tagged notes and action items automatically, so nothing falls through the cracks between conversations. No more digging through voice memos or half-written Slack messages trying to remember what you promised someone three weeks ago.

But the goal is bigger than capture. As fractional and consulting work keeps growing as a category, the people doing it need more than notes. They need invoicing, a real client CRM, and eventually a way to collaborate as their solo practice grows into a small team or a pod. Juggle is built to grow into that: the operating system for how independent professionals actually run their client business, end to end.

If any part of Sarah’s story sounds like your life right now, join the waitlist for Juggle.

Thanks for reading,
Gev