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Conversations with Kyle Ray

Today we’d like to introduce you to Kyle Ray.

Hi Kyle, it’s an honor to have you on the platform. Thanks for taking the time to share your story with us – to start maybe you can share some of your backstory with our readers?
I started Geek Window Cleaning back in 2007 as a side hustle. At the time, I was just trying to make a little extra money—knocking doors, cleaning a few windows, and figuring things out as I went. What began as a small gig quickly grew into something bigger, because I realized two things: people loved the feeling of a spotless home, and they wanted someone they could actually trust to take care of it.

Over the years, that little side hustle evolved into a real business. We expanded from Houston to Austin in 2022, built out our team, and invested heavily in training, systems, and customer experience. What’s kept us going is a mix of persistence, learning from mistakes, and always keeping the homeowner at the center of everything we do.

One of the turning points was when we introduced our Always Clean Program 2015—a subscription-based service that takes the stress out of maintaining your home’s exterior. Instead of treating window cleaning like a one-off chore, we gave people a way to keep their home looking great year-round starting at $29. That program has become the heart of our business and the foundation for scaling toward our vision of serving tens of thousands of families across Texas.

Today, Geek Window Cleaning isn’t just about cleaning windows. It’s about helping people “buy back their time,” enjoy their homes more, and trust that they’re in good hands by becoming the best residential window cleaning company in Texas. I’m incredibly proud of the culture we’ve built—one that values hard work, innovation, and hospitality—and I’m excited about what’s next as we keep growing and expanding.

I’m sure it wasn’t obstacle-free, but would you say the journey has been fairly smooth so far?
It definitely hasn’t been a smooth road. Like a lot of entrepreneurs, I started with more hustle than experience. In the early days, I was figuring out everything on my own—marketing, sales, payroll, training—usually by trial and error. There were plenty of mistakes, sleepless nights, and moments where I wondered if it was all worth it.

One of the biggest challenges was scaling beyond myself. At first, I was the guy on the ladder cleaning the windows, the person knocking on doors to sell the jobs, and the one answering the phones at night. Transitioning from a one-man operation to building a team—and then learning how to lead that team—wasn’t easy. Hiring, training, and keeping the right people in the right seats took years of refinement.

We also faced the challenges that come with growth: systems breaking, cash flow crunches, and the constant pressure of maintaining quality while serving more customers. But each obstacle forced us to get better. We invested in technology, developed a strong training program, and built a culture that keeps both employees and customers at the center.

Looking back, the struggles were necessary. They taught me resilience, the value of persistence, and the importance of surrounding myself with the right people. And honestly, the hard times are what made the wins feel even bigger.

Appreciate you sharing that. What else should we know about what you do?
At Geek Window Cleaning, we specialize in helping homeowners keep their homes looking their best year-round through our Always Clean Program. It’s a subscription-based service that takes window cleaning and exterior maintenance off the to-do list—so instead of scheduling one-off cleanings, our customers enjoy consistent care with quarterly, tri-annual or bi-annual visits. From sparkling windows to soft washing, gutter cleaning, and pressure washing, we handle the details so families can spend more time enjoying their homes.

What we’re most proud of is how much trust we’ve built with the communities we serve. We’re known for delivering high-quality results, but also for the way we treat people—our number one core value is unreasonable hospitality. Whether it’s taking extra time to solve a customer’s problem or making sure our team members feel supported, we believe the details matter.

What sets us apart is that we don’t just see ourselves as a window cleaning company—we see ourselves as training facility, in the people development business. Our culture, our subscription model, our focus on helping our team members reach their goals and our focus on unreasonable hospitality have allowed us to build lasting relationships, not just one-time transactions.

At the end of the day, it’s not just about clean windows—it’s about the peace of mind that comes with knowing your home is in good hands. That’s the difference we strive to make.

Are there any important lessons you’ve learned that you can share with us?
The biggest lesson I’ve learned is that growth happens through people, not just strategy. In the early days, I thought success was about how much I could personally hustle—how many doors I could knock or how many windows I could clean. But the truth is, a business only scales when you build the right team and empower them to succeed.

I’ve also learned the importance of resilience. Every entrepreneur hits setbacks—bad hires, tough seasons, economic downturns—but the key is not letting those moments define you. Instead, you learn, adjust, and keep moving forward.

Finally, I’ve learned that culture isn’t just a buzzword. When you create a team culture built on ownership, customer-first service, and a shared mission, you don’t just build a company—you build a movement. That’s what keeps people motivated and what keeps customers coming back.

Pricing:

  • We have an online pricing guide, customers can get their own pricing and book their initial cleaning before they have to talk to us.

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