Everyone knows an Emma.
Emma, the founder drowning in to-dos.
Emma, who swore this month she’d finally get help.
Emma, who spent three hours on Fiverr trying to find “a VA who can do everything.” I call them unicorns.
I’ve met many Emmas, and here’s what I’ve observed: Emma isn’t the problem. The hiring process is.
When her inbox hit 1,200 unread messages, Emma went to Fiverr. She typed “virtual assistant, reliable, proactive, English fluent” and hired someone in 48 hours. For two weeks, things looked fine. Then tasks slipped, instructions were repeated, and eventually, the VA disappeared mid-project.
So Emma said what many founders say in this situation:
“I guess I’m just bad at delegating.”
or
“There are no good people out there.”
But here’s what really happened:
• Nobody helped Emma define what she actually needed.
• Nobody asked, “What will success look like 90 days from now?”
• Nobody said, “You don’t need a VA, you need a project coordinator.”
Marketplaces can’t ask those questions. They just match keywords. They don’t challenge business owners on what they think they need. Marketplaces are built for transactions, not transformations.
Good agencies are different. They sit with the messy notes from founders, the voice messages, the vague frustration of “I just need help,” and turn that into a clear process. They design a role before the hire.
That invisible work — the questioning, the clarifying, the diagnosing — is what turns a two-week freelancer into a two-year team member.
So stop the cycle of hiring before understanding.
Before hiring, take the time to:
1- Get help defining what you truly need.
2- Map the skills to your real priorities.
3- Make sure your new hire has the context to succeed.
The goal isn’t to fill a seat fast. It’s to know when Fiverr fits, and when it doesn’t.
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Ep 07: Women Entrepreneur Challenges
Listen to Rosemary and Melissa discuss about the challenges women face when they decide to be entrepreneurs. Also, about how are women in terms of equality in entrepreneurship and labor force.
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Entrepreneurship, Focus, and Freedom Over Coffee
Entrepreneurship, Focus, and Freedom Over Coffee
Had such a great breakfast in Puerto Rico with Todd Smart from EO Puerto Rico ☕️🌴
One thing I always appreciate about Puerto Rico is how connected and genuinely amazing the people are, whether they’re from the island or chose to make it home. There’s always so much depth, perspective, and real connection in the conversations here.
Todd and I shared stories about entrepreneurship, and he told me more about Blom Growth, how their coaches and software are helping businesses scale at unprecedented speed and with more freedom. He also shared insights from his book Flourish, which is all about transforming your business through focus, freedom, and fun, three things every entrepreneur could use more of 📘✨
Thank you for the inspiring breakfast, Todd. Grateful for conversations like this and the community that makes them possible 🙏
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Clarity Is Kindness
Most leadership mistakes don’t happen because people don’t care. They happen because things stay vague for too long.
I see this over and over again with founders and leaders.
They say things like
“I thought it was obvious.”
“I assumed they understood.”
“I didn’t want to micromanage.”And then, weeks later, they feel frustrated, disappointed, or quietly resentful.
Here’s the uncomfortable truth.
Clarity is not micromanagement.
Clarity is kindness.When expectations live only in your head, people are forced to guess. When priorities are implied instead of stated, people fill in the gaps with their own assumptions. When feedback comes too late, it feels personal instead of useful.
Most teams don’t fail because of a lack of talent. They fail because of a lack of shared understanding.
The leaders who grow the fastest are the ones willing to say the obvious out loud. Even when it feels repetitive. Even when it feels uncomfortable. Even when they worry they’re being too direct. Especially then.
Strong leadership isn’t about having all the answers. It’s about creating an environment where people know where they’re headed, how their work fits in, and what success actually looks like.
That means clearly naming priorities, giving feedback early rather than perfectly, explaining the why and not just the what, and making decisions visible instead of hiding them in private conversations.
When clarity becomes the norm, something shifts.
People stop second guessing themselves. Energy goes into execution instead of interpretation. Trust increases because there are fewer surprises. And leaders stop carrying everything alone.
If you’re feeling stuck, overwhelmed, or disappointed with how things are playing out on your team, ask yourself this before changing the people: have I truly made the expectations clear?
Leadership isn’t about being softer or tougher. It’s about being clearer.
And clarity changes everything.
