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Define “Enough” Before It Defines You

February 28, 2026 / by Michael Redman

posted in The Leadership Contrarian Newsletter

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ISSUE #010| THE LEADERSHIP CONTRARIAN


What Are You Actually Building Your Business For?

What’s the end goal?
And how will you know when you’ve reached the elusive finish line called “enough”?

Before we go any further, hear this:

I want the best for you. I want you to build a successful business and live a deeply satisfying life. I want you, when you’re old, to be able to say:

I lived well. I loved my family well. I built something meaningful. And the people who mattered most were still there at the end.

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How to Hire the Right People (So You Stop Micromanaging)

February 21, 2026 / by Michael Redman

posted in The Leadership Contrarian Newsletter

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ISSUE #009 | THE LEADERSHIP CONTRARIAN


Hire Slow. Manage Less.

Most managing problems are hiring problems in disguise.

Not all of them.

But most of them.

When leaders tell me they’re exhausted from micromanaging…
When they say they don’t trust their team to follow through…
When they’re stuck dealing with the same performance issues over and over again…

I almost always ask the same question:

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Your Core Values Don't Matter...Unless You Do This

February 14, 2026 / by Michael Redman

posted in The Leadership Contrarian Newsletter

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ISSUE #008 | THE LEADERSHIP CONTRARIAN


In the early days of Half a Bubble Out, we grew roughly 400% in about 18 months.

It was exciting.
and
It was exhausting.

Kathryn and I were buried in client work. We had a small team of six or seven people and the pressure was mounting. We knew we needed help managing operations and staff. We couldn’t keep doing everything ourselves.

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Life’s Storms: The Test of Resilience

February 7, 2026 / by Michael Redman

posted in The Leadership Contrarian Newsletter

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ISSUE #007 | THE LEADERSHIP CONTRARIAN


Twelve days ago, it was a normal Monday.

I was having my monthly lunch with my sister, something we started about a year ago to be intentional with each other. We live four miles apart, but life fills up fast, and this was our way of slowing it down.

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