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 When you hire Dream Outdoor Services, you're hiring a team that knows how to overcome, how to lead, and how to work with heart. You're getting the kind of care that only comes from people who have walked the hard path and still chose to finish it. Because dreams don’t work unless you do.

2011
Eric Castillo launches Pinnacle Landscaping while also running his own gym as a personal trainer. Business was booming, but he had another dream to chase.

2012
Eric leaves it all behind to walk on to the football team at the University of the Incarnate Word, becoming the oldest athlete to walk on in UIW history. That same year, he founds A Walk In My Shoes, a nonprofit collecting and donating shoes to kids and families in need.

2017
Eric meets Valerie, a software marketing expert with a gift for helping businesses grow through smart websites, automation, and branding. Together, they bring Eric’s original business back to life — this time with a new name, a new vision, and the foundation of what becomes Dream Outdoor Services.

2018
The business grows fast. They invest in professional equipment — bucket trucks, box trucks, a chipper, and stump grinder — and expand the team. The focus sharpens: high quality tree care led by a certified arborist and backed by real service.

2020
Their daughter Journey Castillo is born — and life changes again. As the world shuts down, the Castillo's hit the road with a new goal: visit every US National Park as a family. The trip becomes part adventure, part education, and part field research into tree preservation, native ecosystems, and forest regeneration.

2023
Journey becomes the youngest person in history to visit all 63 US National Parks — at just 3 years old. Her journey makes national headlines, with features in People, Smithsonian Magazine, Fox News, and more. To finish what they started, the family sells their equipment, downsizes, and pours everything into completing the mission.

2024
The family returns to San Antonio with a full heart and a clear mission — to relaunch Dream Outdoor Services stronger than ever. With more knowledge, deeper experience, and a renewed sense of purpose, they’re back to bring expert, honest, and community-driven tree care to San Antonio, Boerne, and beyond.

At 28 years old, Eric Castillo made a decision most people would laugh at — he decided to play college football.

He had no prior experience. No scholarship. No one telling him it was possible. But what he did have was grit, belief, and the kind of work ethic that doesn’t back down when things get hard.

Eric trained harder than anyone else and studied the game with the intensity of someone trying to catch up on years of missed reps. In a short time, he walked on to the football team at the University of the Incarnate Word, becoming the oldest and least experienced player to be selected to UIW’s first Division 1 football camp in 2013.

He was 30 years old when he played his final season — surrounded by younger, faster, more experienced athletes. But no one outworked him. No one out-believed him.

That story became his personal testimony — something he now calls The Power of a Dream.

For Eric, football was never the final goal. It was a symbol. A lesson. Proof that hard work, discipline, and faith can take you places talent alone cannot. What mattered even more was what came after. He took everything he learned and poured it into his family, his business, and his community.

Through Dream Outdoor Services, Eric built a company that reflects everything he learned as a walk-on athlete. Show up every day. Give it your all. Treat every job like it matters.