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Lessons I Learned the Hard Way in My E-Commerce Journey

Aug 5, 2025

I was on the phone recently, reminiscing with a friend about the early days of building my e-commerce brand , back when everything felt like trial and error. One story came up that still sits with me today.

At the time, we were moving a lot of cotton tees. We had a strong system going, producing around 300 shirts a day per press — and we were confident in our process. So I decided to step it up and invest in a batch of Bella Canvas jackets. They were clean, quality pieces at around $20 each, and I had a vision for how we’d design them , something on the sleeve, something strong on the back. I was convinced they’d be a hit.

But what I didn’t realize was that nylon requires a completely different kind of heat transfer than cotton. And instead of pausing to figure that out, I let pride lead the way. I kept pressing, trying to force something that wasn’t meant to work that way, determined to make at least one jacket come out right.

By the time I stopped, the entire batch was ruined.

Over a thousand dollars gone. Just like that.

Eventually, we pivoted , moved the same concept over to zip-up cotton jackets. And they worked. But the lesson stuck.

We don’t know what we don’t know.

And that’s not a flaw — it’s just part of the journey.

Entrepreneurship is filled with moments like this , where the right information could have saved time, money, and frustration. Sometimes all we need is a little awareness, someone to point us in the right direction.

That’s why I created something called Talk with Henry , a free 15-minute conversation. No strings attached. No sales pitch. Just real help from someone who’s been through it.

And here’s my promise: if my calendar is open, then I’m here to serve.

You can check availability at 

thegroundupacademy.com).

I understand what it’s like to build alone.

But the truth is , you don’t have to.

Let’s build smarter. Let’s build together.

God Bless The Entrepreneur®️