Blog
Caring isn’t scalable. That’s the point.
On personal CRMs, a bus driving away, and what we lose when we outsource the work of remembering This past weekend my son left on
May 11, 2026
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Entrepreneur. Creator. Photographer.
Building businesses and creating content with intention for over 25 years.
What I’m Building
Hill Media Group
Web development agency helping businesses grow online.
Site Nitro
Managed WordPress hosting and care plans.
Jerad Hill Photography
Portrait and lifestyle photography.
Jerad Hill Courses
Online education for creators and entrepreneurs.
Jerad Hill Tech
YouTube channel: intentional technology. 230K+ combined subscribers.
Jerad Hill Photo
YouTube channel: photography education.
Lastest Writing
Blog
Friction is why your good intentions don’t stick
On a finished journal, an over-engineered system, and the thing that’s quietly killing your consistency I just finished my third journal. Front to back. 250ish
May 4, 2026
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Blog
You can’t lead out of a place you haven’t seen victory
On a month of depletion, a line that landed while driving, and what it means to lead when you don’t know where the ground is.
April 27, 2026
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Blog
When the thing you built around your interests outlasts the interests themselves
On forced pivots, chosen ones, and the hardest transition most builders eventually face I’ve made about five or six significant pivots in thirty years of
April 20, 2026
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Blog
I had AI analyze 90 days of my journal. Here’s what it found.
On confirmation, self-deception, and the things we already know but haven’t changed yet On January 1st, I started uploading my handwritten journal entries to be
April 13, 2026
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Blog
Flying blind
On feedback loops, teenagers, and building things that don’t tell you if they’re working For most of my career I’ve created outcomes for people. A
April 6, 2026
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“Stewardship is not about what you own. It’s about what you do with what you’ve been given.”
— Jerad Hill
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