Before you hire, ask yourself this: am I ready for a new team member?
A lot of founders are in pain. Overwhelmed. Buried in tasks. Stretched too thin and running on fumes.
So they do what feels logical: they hire someone. Maybe a VA, maybe an operations manager, someone to finally take things off their plate.
And here’s what I’ve seen again and again: if the foundation isn’t ready, the hire won’t save you. Most people don’t come in and build systems for you. They execute what’s already there.
So before you hire, ask yourself:
• Are your workflows documented?
• Do you know what success looks like in this role?
• Is there one central place for tasks and communication?
• Are you available to onboard and give context for the first two to four weeks?
If the answer is no, even the best hire will feel lost—and so will you.
Hiring doesn’t fix chaos. It amplifies it.
And yet, this happens all the time: founders hiring to feel productive instead of getting prepared, adding people instead of fixing systems, confusing motion for progress.
Hiring isn’t about making you feel less lonely in your business. It’s about making it run better. And that only works when there’s clarity.
So the next time you’re tempted to post that job listing, pause and ask yourself: are my systems ready?
The right hire can be transformational, but only when the business is ready to receive them.
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Jungle Book
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Don’t Hire a Captain If the Ship Isn’t Built
“Should I hire an operations manager?”
Maybe not.
The inbox is overflowing, deadlines are constant, and you’re still the one catching the details. The instinct is to think, “If I just find the right person, they’ll clean this up.”
I used to believe an operations manager would save me. Until the third one quit.
Here’s what I’ve seen inside my own company, Gorilla Stationers, and in many others: operations and building are two separate things. Most operations professionals are great at optimizing, but not at building systems from scratch.
If intake happens five different ways, case handoff depends on memory, and no one’s really sure who owns what, most operations managers will struggle. They first need to understand what’s going on, then build a system, and only then can they run it. When they realize it’s not about running but about building, they often leave.
So before hiring someone to run the ship, ask yourself: is the ship built?
And by built, I mean:
• Standardized onboarding
• Clear case handoff
• A follow-up system that doesn’t rely on you at 10 p.m.These are the things we as founders have to create first. In my experience, maybe one in a hundred operations managers is both good at building and happy to do it.
They’re two different jobs.
Don’t hire an ops lead to figure it out. Build the system first, then hand over the keys.
Because even the best captain can’t steer a ship that’s still under construction.
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American Singer
The Big Oxmox advised her not to do so, because there were thousands of bad Commas, wild Question.

