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Entrepreneur’s $100 Hack Drives Window Cleaning Business Success

Entrepreneur’s $100 Hack Drives Window Cleaning Business Success
Editorial
  • PublishedOctober 12, 2025

UPDATE: Entrepreneur Kyle Ray reveals a powerful strategy that has skyrocketed his window cleaning business to six figures while promoting personal growth through reading. Ray, who transformed his side hustle into a thriving enterprise, now finishes a book every month using a unique incentive method.

In a recent interview, Ray shared that he places a $100 bill as his bookmark, allowing him to treat himself once he completes each book. “It’s a good motivator,” he explained. This innovative hack not only fuels his desire to read but also reflects his commitment to continuous self-education, a principle he credits for his business success.

Operating in Houston and Austin, Ray’s company, Geek Window Cleaning, now services hundreds of clients. He emphasizes that his lack of a formal business degree pushed him to seek knowledge through literature. “I didn’t go to college and get a business degree, so I read a lot of books,” Ray stated.

Ray’s journey began while he was bartending and waiting tables to make ends meet. After approximately seven years, his side gig began generating sufficient income, allowing him to leave his service jobs behind. Today, he manages a team and is dedicated to their development as much as his business.

His reading list includes influential titles such as “Drive” by Daniel Pink, “Dare to Lead” by Brené Brown, and “Beyond the Hammer” by Brian Gottlieb. He is eagerly anticipating the release of Phil Gilbert’s upcoming book, “Irresistible Change,” set for late 2025.

Ray believes that fostering a culture of education is crucial. “We’re not a window cleaning company; we’re a training facility that develops people,” he asserted. As part of the promotion process, team members are required to complete specific books, ensuring everyone grows alongside the business.

His viewpoint is clear: “Every business owner should just be reading as often and as much as possible.” With this philosophy, Ray not only motivates himself but also inspires his team to thrive and succeed in their careers.

This story of determination and innovative thinking highlights the importance of self-education in entrepreneurship. As Ray continues to push boundaries in his field, his methods serve as a motivation for others looking to achieve their dreams.

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