The Entrepreneur’s Journey: Slowing Down and Why Grandma’s Always Right.

Are entrepreneurs always dissatisfied?

It’s hard to stop and bask in your own achievements. It’s why we strive to build a tool that shows you how far you’ve come to motivate and inspire. Daniel DiPiazza, who works with plenty of young go-getters brimming with restless, entrepreneurial spirit, reminds us about the importance of learning to relax and appreciate your own hard work.

Grandmas have an uncanny way of presenting elegant solutions to life’s most vexing conundrums — wisdom without tripping the alarm system. Every day, mine would take me on a short walk from our suburban duplex to the small office where she practiced law at her own firm. I always thought the walks were social outings, but looking back, I know now they were opportunities for her to teach me her life philosophies.

At seven, I just wasn’t ready for the sophisticated dose of grandmotherly psychological judo I received, but her words stayed with me.

“Do not be beholden.”

We talked a lot about entrepreneurship, self-direction, motivation, and self-image on our walks. These may seem like heavy topics for a first-grader, but I am certain I would not be the person I am today had we not had these talks. One thing she said to me still rings crystal clear:

“There is no greater pleasure than working for yourself. You do not want to be beholden to anyone else. Chart your own path.”

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Photo: Cornelia Kopp

As I got older and started working, something didn’t feel right. I never really felt like I fit in anywhere that I worked. At first I thought it was the job. Or the boss. Or the co-workers. Or the uniform. Until I ran out of “or’s”.

That’s when I realized — it was me.

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