Category: Empathy Challenge

Growing Pains

The WordPress.com design team (and friends) recently conducted extensive user research around small business owners and their experiences, as you may have already read elsewhere on this blog. The team spoke to 34 entrepreneurs, gaining […]

Partners over Vendors

Recently, the WordPress.com design team spoke to 34 small business owners across the United States as part of a research project. The data gathered was vast, and incredibly insightful, but one thing has been sticking in […]

The Small Business Leader

Michael D. Watkins wrote about the seven seismic shifts of perspective and responsibility required for how managers become leaders in his piece for Harvard Business Review by the same name. In this article, he shares […]

More than a website

I’ve never run a business of my own —since I started working for a living, I’ve always done it for other people. Of course I’ve had personal projects, but it never got to the point […]

Business memories

Before my role in Automattic I for a time ran my own business. I’d fallen into it through good connections and chance. Following my passion was scary but it lead me to some incredible spaces […]

How do you scale 100X?

When I read about businesses and startups, scaling or growing a business are hot buzzwords. People often ask questions like, “How do you scale your business 5X…10X…or even 100X?” Everyone seems to be obsessed with […]

Customer experience, by design.

Creating work for myself has always been a challenge. It’s easy to get sucked into the possibility of the project and all it could be. I’m reminded of this challenge when I ask a client […]

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My father ran his own business for most of his professional life. I always admired that he was able to venture out on his own and not take the easier route of working for someone […]