We recently connected with Jessie Zamudio and have shared our conversation below.

Hi Jessie, thanks for joining us today. What do you think matters most in terms of achieving success?

Success is not about everything lining up. It’s about who you become.

So many people are waiting. Waiting for the perfect moment. The right opportunity. The right connections. The right conditions. They believe that once everything is in place, success will just fall into their laps. But here’s the truth: life rarely lines up the way we think it should—and success doesn’t come from waiting for alignment. It comes from alignment within.

The most powerful thing you can do is stop chasing success and start working on yourself. Because success doesn’t come to people who have it all figured out. It comes to those who are committed to becoming the kind of person who naturally attracts it.

Personal development is the foundation of everything. It’s the hard, often invisible work—building discipline, emotional intelligence, resilience, clarity, self-awareness, and consistency. It’s facing your fears, letting go of limiting beliefs, and choosing growth when it’s uncomfortable.

You don’t attract what you want. You attract what you are. And the more you invest in becoming your best self, the more the world around you begins to reflect that.

Success is not something you stumble upon. It’s something you become.

As always, we appreciate you sharing your insights and we’ve got a few more questions for you, but before we get to all of that can you take a minute to introduce yourself and give our readers some of your back background and context?

I’m an entrepreneur with multiple businesses spanning several industries. I own a rental portfolio of over 20 properties, a house-flipping business, an investment business, a soccer club, a futsal club, a personal training soccer business, and a few other smaller businesses. While these ventures may seem diverse on the surface, they’re all rooted in the same foundation: growth, purpose, and impact.

I didn’t get into business simply to accumulate assets or build a name—I got into it to push myself, to grow every day, and to make a difference in the lives of others. Every business I start or invest in must have a deeper purpose. One of my non-negotiables is that each venture contributes back—a portion of proceeds from each business is dedicated to helping those in need. Whether it’s supporting underserved communities, funding youth sports programs, or donating to causes that align with our values, giving back is part of the business model, not an afterthought.

What sets me apart is my mindset. I believe that success isn’t something you chase—it’s something you become. That’s why I focus more on personal development than anything else. I’ve learned that when you grow as a person, you attract the right opportunities, people, and outcomes. I carry that belief into everything I do—whether it’s building a team, working with clients, or mentoring others in the industry.

I’m also deeply passionate about leadership. One of my goals is to help others in business—especially the next generation—build the mindset and systems to lead with purpose. Through workshops, events, and masterminds, I aim to share knowledge, challenge conventional thinking, and help people find new pathways to success.

What I’m most proud of isn’t a specific milestone or number—it’s the impact. It’s seeing people I’ve worked with grow into confident leaders. It’s knowing that my businesses are helping communities and individuals thrive. And it’s waking up every day knowing I’m living in alignment with my values.

At the end of the day, I want people to know that my work is bigger than me. It’s about creating systems that lift others, building businesses that serve, and growing in a way that leaves a legacy.

We’d love to hear the story of how you turned a side-hustle into a something much bigger.

Yes, my side hustle absolutely turned into my full-time career—but it was never by accident. Since I was about 15 years old, I knew deep down that one day I was going to be a business owner. I’ve always had a hustler’s mindset. I worked multiple jobs through my teens and early twenties, always looking for opportunities to learn, grow, and save.

After college, I started working as a soccer director—a role that aligned with my passion for sports—but eventually transitioned to a full-time position at an immigration law firm as a paralegal. That job was never my end goal, but it became a stepping stone. I spent 5–6 years there, and during that time, I committed to a very intentional financial strategy: live below my means, save aggressively, and invest every extra dollar into real estate.

I started acquiring rental properties one at a time and flipping houses on the side. I wasn’t in a rush—I was building slowly but steadily, focusing on long-term growth and freedom. My goal was always clear: to replace my full-time income so I could dedicate myself fully to real estate and the other businesses I had a vision for.

One of the key milestones was building up a rental portfolio large enough to generate reliable monthly income. That, combined with the momentum from my house-flipping business, allowed me to step away from my 9-to-5 and go all in. My wife, who works full time as a physical therapist, played a major role in that transition—her support gave us the stability and confidence to take the leap.

What started as a side hustle turned into multiple businesses across real estate and sports. The journey took time, discipline, and a lot of learning, but it all began with a clear vision and the belief that I could build something bigger if I stayed focused on growth and purpose.

Learning and unlearning are both critical parts of growth – can you share a story of a time when you had to unlearn a lesson?

One of the biggest lessons I had to unlearn was how to make money.

Growing up, I believed the only way to earn was to exchange my time for it—hour by hour, job by job. I thought that working harder and longer was the only path to success. That mindset served me for a while. I hustled constantly, worked multiple jobs, and did whatever it took to get ahead. But eventually, I realized that hustle alone wasn’t sustainable—and it wasn’t going to get me where I truly wanted to go.

As I became more educated and started investing in myself and in real estate, I learned that real wealth comes from creating systems, not just grinding harder. I began focusing on building processes and businesses that could generate income even when I wasn’t physically working. Passive income, automation, and smart delegation became my new focus.

I had to let go of the belief that more effort always meant more success. Instead, I started asking better questions: How can I build something once that pays me repeatedly? How can I create freedom, not just income?

Unlearning the hustle mentality changed everything for me. It gave me clarity, balance, and a much more powerful path toward lasting success.

Contact Info:

• Instagram: jz_2_1
• Facebook: Jessie Zamudio