I cried the first time I had to fire someone. I felt it was my fault. As a founder, I’ve always believed we don’t just hire people, we invite them into our vision. We hope they’ll care as much as we do. And when they don’t, or when it doesn’t work, it feels like a personal failure.
For a long time, I kept people too long because I wanted to avoid admitting that failure. Instead, I twisted myself trying to make things work that clearly weren’t. I thought being a “good leader” meant being endlessly patient.
It took me years to understand that being a good leader actually means telling the truth kindly, clearly, and as soon as things become clear.
That’s why I believe most of us don’t burn out from overworking. We burn out from emotional entanglement, from holding the entire relationship on our shoulders, without anyone saying, “Hey, this isn’t working and here’s why.”
It took me years to learn that leadership isn’t about hardening your heart. It’s about keeping it open and acting anyway.
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The Real Cost of Hiring Cheap
“If you think it’s expensive to hire a professional to do the job, wait until you hire an amateur.”
—Red Adair
Every time I see this quote, I’m reminded of how true it is in hiring. The cheapest option almost always turns out to be the most expensive.
Expertise saves you money, time, and headaches, always. The hard lesson is this: what looks like a good deal usually isn’t.
Quality has its price.
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The Freedom Test: Can Your Business Run Without You?
I barely checked my email for the past two weeks and drastically reduced my workload. It’s summer, and I’ve been traveling through Europe. On my way to Bulgaria, I had breakfast with Janet Bell, who happened to be here as well. Janet and I have known each other for years, going back to our time in OPWIL (Office Products Women in Leadership).
Even though so much has changed around us, our connection was instant. We enjoyed coffee in the sun and talked about the changes AI is bringing to the office supply space.
That conversation reminded me of something I’ve come to appreciate deeply: as business owners, we need to build companies that can run without us. If my business can’t operate while I’m away, while I’m traveling, then it’s time to redesign the system.
Here’s what made that possible for me:
✔️ Delegation rooted in trust
✔️ Systems that carry the weight
✔️ People who show up and take ownershipIt sounds so obvious and even banal, yet it took me years to get right. And I see so many business owners who know this, yet still struggle to find the right people who allow them to let go.
This trip gave me gratitude for the freedom I’ve been able to build.
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Stop Hiring the Person You Like. Start Hiring for What You Need.
If you don’t know what you really need, you’ll hire the person you like most.
I’ve read hundreds of small business job descriptions, and 95% make the same mistake: they’re more of a wishlist than a job description.
A typical one looks like this:
We want someone who can:
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Manage the calendar
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Write the newsletters
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Run operations
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Handle support
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Think like a strategist
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Execute like a machine
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And work across four time zones
What’s the problem with that?
It mixes six completely different skill sets: administrative, creative, operational, technical, strategic, and customer-facing. That’s not a job. It’s a fantasy.
If someone like that existed, they’d already be running their own business, not applying to work for yours.
Here’s what to do instead:
1️⃣ Write down everything you wish this person would do.
2️⃣ Circle the three most critical things.
3️⃣ Build a role around those, not all seventeen.Once you’ve found that person and developed a good rhythm, go back to your list, see what’s still open, and hire the next person.
Hiring isn’t about finding magic. It’s about making trade-offs and slowly building a team that can cover all the tasks you want to delegate.
Focus beats fantasy. Every time.
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