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When the System Forgets Entrepreneurs: Rethinking Employment in America
I didn’t start a company to be told which chair to buy, how many minutes a lunch break has to be, or whether my break room snacks meet code. I started it because I believed in building something better, and I wanted a team to build it with.
But what I’ve learned over 13 years as a California employer is this: the system doesn’t trust employers to care about their people. It assumes we’re out to exploit, and it assumes compliance creates care. So it piles on rule after rule, not realizing that the weight of all this regulation doesn’t protect good people—instead, I believe it crushes the ones who are trying to be good people.
As a female entrepreneur, I’ve always wanted to give my team the best. Yet I’ve spent more time worrying about lunch break laws than about how to help my people grow. To me, that’s not what leadership is supposed to look like.
Because I believe the best entrepreneurs do care. We remember birthdays. We pull all-nighters. We put payroll before profit. Not because a rulebook told us to, but because that’s who we entrepreneurs are. But somewhere along the way, the system forgot that.
It breaks my heart that the system stifles the very people who build businesses. And I believe that by doing this, we’re not protecting workers—we’re shrinking futures. More and more founders I know are looking abroad, not for cheaper labor, but for the freedom to lead well again.
And that should worry us all. Because when the American dream becomes unlivable for its dreamers, the dream doesn’t die—it just moves to another country.
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Episode 6 – Starting your own business
Listen to Rosemary talk about her experience starting her company Gorilla Stationers and what helped her to keep the track until where she is now.
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The Hire That Looked Perfect
The Hire That Looked Perfect
It looked like the perfect hire.
Strong resume.
Confident in the interview.
Great culture fit.Three months later, I was back in every decision.
Client approvals.
Team clarifications.
Budget adjustments.Nothing moved without me.
The problem wasn’t the person.
It was the role.
We hired talent.
But we never defined ownership.No clear decision rights.
No protected authority.
No metric that was fully theirs.So every issue climbed back up the ladder.
Here’s what founders miss:
If authority isn’t explicitly transferred, it defaults back to you.
Hiring didn’t fail.
Role design did.Growth adds people.
Scale redistributes control.Quick question:
What decisions are still coming back to you that shouldn’t be?
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