No one gets it like a fellow entrepreneur


Hi Reader,

The way I see it, there are two main “types” of entrepreneurs.

  1. The Lifers: The entrepreneurs who commit to one big idea, building and refining it for years. Decades even.
  2. The Adventurers: The entrepreneurs who thrive on change, pivots, and the thrill of starting from scratch.

A recent lunch with a fellow entrepreneur put that into perspective for me.

We originally met in 2022 at a conference in Philadelphia - and we realized we were from the same hometown in Virginia.

A few weeks ago, we bumped into each other and decided to catch up. As we had lunch, he told me he had explored about 4 or 5 different directions over the last 3 years alone.

Different business ideas, dreams, job titles, and places he wanted to live.

Meanwhile, Rachel and I have spent the last 13 years chasing the same core passion with Drio.

It got me thinking: What keeps some entrepreneurs laser-focused on a single vision while others take detours or pivot entirely?

Is it luck? Strategy? Sheer stubbornness?

I know Rachel and I have always had a clear vision for Drio.

From day 1, we knew what we were building and why. Thankfully, the “how” (websites and marketing) has stayed reliable. So we stayed the course.

That said, I’ve always admired entrepreneurs who explore multiple paths.

They have a bigger craving for that “starting from scratch” phase. They love learning about all-new industries and riding the full business-building arch. Some pivot out of necessity.

At our core, though, Lifers and the Adventurers aren’t all that different.

Who else knows what it’s like to have a million “great” ideas swirling in our heads at all times? Who else wants to create something so bad that they’re willing to navigate the heaps of challenges business ownership brings?

The shared understanding is why we entrepreneurs have a gravitational pull toward one another. It’s why we can spend hours chatting — and why he felt like he could pick my brain about what to do next.

Because when entrepreneurs network, it’s not just about passing out business cards and getting clients.

It’s the unspoken bond of betting everything on a dream.

So, which type of entrepreneur are you? A Lifer or an Adventurer? Reply and let me know.

Hi! I'm Rachel, the Left Brain of Drio.

Read more from Hi! I'm Rachel, the Left Brain of Drio.

Hi Reader, There are few things I love more than a long heart-to-heart with friends. Ever since I was a kid, twirling the phone cord around my finger into the wee hours of the night, I’ve believed nothing beats knowing my friends are there for me, and I’m there for them. When we first started building Drio, I realized pretty quickly I wanted to bring that personal value into business. Over 13 years later, it’s no wonder we consider so many of our clients friends. It just kind of happens when...

Hi Reader, April kept us on our toes, and we wouldn’t have it any other way. From launching new websites to taking the stage and supporting fellow women in business, here’s what we’ve been up to this month: 🚀 Website Launches We helped bring some incredible digital experiences to life this month: Parkway Solutions - parkwaysolutionsllc.com Career Bound (Baltimore’s Promise) - careerbound.baltimorespromise.org 💫 Supporting the Launch of the University of Baltimore Website We were thrilled to...

Hi Reader, I’m having an excited mom moment. My teenage son Connor is going to Germany for a 10-month exchange program. No, it’s not that I want to get rid of him. I’m excited because I know how eye-opening it can be when you get out of your comfort zone like that. My mom’s side of the family is from Germany, so he’ll connect with his heritage and learn how to speak German fluently. He’ll also probably make life-changing connections. Speaking from experience, once you find your people, you...