The Hustle Trap Escape: Ryan Crownholm’s Blueprint for Scaling

s1e01 Ryan Crownholm on Your Business Growth Podcast

Imagine building a successful business only to see its revenue slump hard, seemingly overnight, due to a massive market shift like the housing crash. That was the reality for Ryan, a US Army veteran, serial founder, and entrepreneur with deep roots in construction. He was facing a crisis, where the ‘hustle’ he was used to simply wasn’t working anymore.

But instead of going under, Ryan did something radical. He pivoted and applied a key strategy that I love. This decision wasn’t just about survival; it was about transformation. This strategic change streamlined his processes, reduced costs, increased revenues, and increased profits. It led to him doubling the size of his business year over year over year until he became the largest swimming pool removal contractor in America!

On this episode of Your Business Growth Podcast, Ryan shares how he leveraged two key strategies from Your Business Growth Playbook to turn a market catastrophe into a systemized, scalable, and highly profitable business. His story is a powerful testament to how strategic focus and decisive ‘action drives change’ can help any business owner break through plateaus and get back to growth.

Tune in as Ryan unpacks his journey, from feeling caught in ‘the hustle trap’ to building a highly efficient, metrics-driven business that thrives by doing less, and making more.


About Ryan Crownholm

Ryan Crownholm

Ryan Crownholm is a U.S. Army veteran, entrepreneur, and investor in the construction technology space, known for building scalable businesses that prioritize efficiency, clarity, and innovation.

As the founder of MySitePlan.com and DirtMatch.com, Ryan has transformed traditional industries through smart systems and customer-centric platforms. His work reflects a deep understanding of operations, automation, and the realities of blue-collar business ownership.

A veteran of both military service and service-based ventures, Ryan is also the author of The Hustle Trap, a book that challenges the myth of constant grind and champions business systems that serve your life—not the other way around. With a degree in Business and Economics from Saint Mary’s College of California, he leads with grounded strategy and direct communication.

Ryan is a respected voice in AI-powered business tools, construction tech, and solopreneurship. Through his companies, newsletters, and workshops, he helps others streamline operations, reclaim their time, and build ventures that align with personal freedom and long-term vision.

Connect with Ryan Crownholm