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Building Better: Trenton Wisecup’s Blueprint For Roofing Industry Growth

Trenton Wisecup's Blueprint For Roofing Industry Growth
Photo Courtesy: Arrow Roofing Services

By: Maria Williams

Founder of Arrow Roofing Services, Trenton Wisecup’s consulting services empower roofing businesses to thrive in today’s competitive roofing landscape.

In the world of roofing, change often meets resistance head-on. Yet, within this industry, one man is challenging the status quo and leading a transformative movement that promises to change how roofers operate and thrive.

As the visionary founder of Arrow Roofing Services, Trenton Wisecup has successfully led his business toward remarkable growth and evolution. Building on his own success story, Wisecup has expanded his reach beyond Arrow Roofing to offer consulting services aimed at empowering other roofing businesses to achieve similar levels of growth and success.

In 2018, with just two individuals, Arrow Roofing achieved an impressive gross revenue of $1.2 million. By 2023, Wisecup expanded his team to eight members and propelled the company’s revenue to an astonishing $5 million.

In 2024, Wisecup made the bold decision to step back from direct sales. Despite this change, his company continued its success, maintaining a $5 million revenue without Wisecup personally closing a single deal. 

This remarkable feat underscored the effectiveness of the systems and processes Wisecup had implemented, demonstrating a significant increase in efficiency and effectiveness. Now, as he sets his sights on the future, he aims to further scale Arrow Roofing, with plans to expand the sales team to 30 individuals and achieve a staggering 20 million dollars in revenue by 2025. 

Leveraging his experience and expertise, Wisecup’s consulting services are designed to guide roofing companies through the complexities of the industry, providing them with the tools, strategies, and insights needed to thrive in today’s competitive landscape.

Recognizing the recession-proof nature of the storm industry, Wisecup’s consulting services are aimed at retail roofers who feel like they are on the brink of going out of business due to a lack of adaptability. 

Wisecup offers a pathway for traditional roofers to transition to or incorporate more storm-related services into their existing repertoire. His consultancy is designed to equip professionals with the tools and strategies to enhance their current processes and ensure long-term viability.

Central to his consulting approach is the provision of systemized, implementable solutions. By sharing his extensive knowledge, including standard operating procedures and proven methodologies, Wisecup empowers roofing businesses to replicate his success. 

“I’ve had a lot of years of practice,” he says. “I was a young entrepreneur collecting millions of dollars from customers. At a certain point, I became such a people pleaser and I got walked on in business. Because of that, I’ve got some thick skin. I learned what to say, what not to say, and how to present information.”

Drawing upon his own journey of transformation, Wisecup offers practical, results-driven strategies that lead to tangible outcomes and sustainable growth. By being unafraid to share his own methodologies and practices, Wisecup is not only revolutionizing his own company but is also leading a broader movement to elevate the entire roofing industry.

“The deeper aspect of all of it is teaching these guys how to create an amazing company culture, how to create strong leaders, and then having the appropriate and healthy, positive mindset. That is my wheelhouse,” he says.

For those individuals who may be hesitant to enter new turf, Wisecup says that it all comes down to switching your mindset. “If you’re scared of the storm space, or haven’t dealt with  insurance companies, or don’t know how to identify the damage, it can cause you to experience anxiety and for your brain to go into overdrive.”

He continues, “That pain can sometimes look worse than the pain that you’re experiencing from your business. So instead of dealing with the pain to grow, you end up dealing with the pain of complacency. And so you have to ask yourself, which pain do you want to deal with? It’s up to you.”

Giving clarity on those pain points and setting expectations upfront is what you can expect when working with Wisecup. His consultancy is built on the foundation of giving you information in a digestible way where you can lean on him and his program for support.

With his proven track record of success and unwavering determination, Wisecup is poised to transform the roofing industry as a whole in addition to taking Arrow Roofing Services to new heights of prosperity and leadership. 

To connect with Trenton Wisecup and learn more about how he can help you achieve your goals, be sure to send him a message on Instagram.

Published by: Martin De Juan

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