In June 2025, my family and I took a trip to Cabo San Lucas, Mexico.
For years, our 9-to-5 roles were all-consuming, and it felt like our ability to do fun things was always being pushed aside.
This trip was a powerful reminder of why I took the leap into entrepreneurship—to finally have ownership of my time and put my family first.
Here’s the full story.
Where We Stayed
When we go on a family trip, finding the right place to stay is key. In Cabo, we stayed at the Vista Encantada Resort, and it was the perfect home base for us.
It’s a luxury resort with incredible suites that overlook the Sea of Cortez, giving you these breathtaking, panoramic views. Having the extra space of a suite is a game-changer when you’re traveling with kids, and the resort had everything we needed—from a great rooftop pool to fantastic dining options right on the property. It had the quality and ambiance that made a trip truly memorable.
The Corporate Time-Suck
I’ve always wanted to run my own business. I come from a very entrepreneurial family—in fact, my wife and I are the last ones to make the jump, and now there’s no one in our immediate family with a traditional corporate job. For a long time, I was the holdout.
Life circumstances always seemed to push me toward the corporate path. I went to a good school and had student loans, so a high-paying, stable job felt necessary. Then came marriage, kids, and a mortgage. All those obligations, combined with a natural fear of failure, kept me in what felt like a “safe” role.
But that safety came at a cost. The work was demanding, and the conversations at home were often tense and draining. We’d talk about work for five minutes and then just be done with it. Even worse, I never truly owned my schedule. I could be at the grocery store and get a random meeting invite on my calendar, instantly stressing me out. It was a constant feeling of being constrained by someone else’s priorities.
The Freedom to Be Present
Starting my own business has fundamentally changed that. My expectation is that I’ll be working harder and longer than I ever did in my corporate jobs, but the key difference is that I’m building it for myself, on my own terms. The work is psychologically different because I’m doing something I enjoy with people I enjoy working with.
That freedom is what made our trip to Cabo possible. I wasn’t worried about a manager putting a meeting on my calendar while I was supposed to be on the beach with my kids. This new flexibility allows me to structure my day around my family. I can take my daughters to their summer camp, work out, run errands, and spend time with my ten-month-old son. While they’re at camp or napping, I can batch my time for meetings and deep work. When they get home, I can be Dad. If a client needs me while a kid is sick, I can confidently say, “I’m sorry, I can be with you tomorrow,” without the tension I felt before.
Building a Family Legacy
Ultimately, the goal is to build something we can invite our kids into. My wife is also running her own business, and we want them to learn these skills firsthand. They won’t have to go to business school to understand marketing, sales, or finance because they’ll grow up around it. I want them to inherit the skills and the mindset, whether they decide to take over the family businesses or start their own.
That’s the real long-term vision. This trip to Cabo was just the beginning. It was a taste of the life we’re building—one where we can go to concerts, take road trips to Dallas or Houston, and create memories without the constant shadow of a corporate job. It’s about more than just a single vacation; it’s about a lifetime of them.