I’m Trenton Wisecup, a serial entrepreneur whose journey from a humble door knocker to becoming a roofing titan is a testament to hard work, perseverance, and an unwavering commitment to growth.
Growing up in government housing until around age 10, I faced numerous challenges that taught me the value of hard work, resilience, and perseverance. These formative years instilled in me a strong drive to overcome obstacles and push toward success.
After graduating, I entered the professional world, carrying with me the lessons learned from my early life. Fueled by a relentless ambition, I embarked on a journey to turn adversity into achievement, constantly striving to reach new heights.
Transitioned into the storm roofing industry, starting from a waiter to generating over $2 million in sales in just two seasons. I quickly realized the potential of earning on my own terms.
Became a licensed adjuster, gaining invaluable experience with insurance claims and storm damage. This hands-on knowledge became a key asset in my business journey.
Laid the groundwork for Arrow Roofing Services, planning for a business built on trust and excellence. I envisioned a company that would deliver exceptional service and create lasting relationships.
Launched Arrow Roofing, generating over $1.2 million in sales in the first nine months—a strong start reflecting our professionalism and dedication. Rapid growth followed, expanding our reach and cementing our reputation as a trusted leader in Michigan’s roofing industry.
Expanded further, helping over 1,500 residents and achieving $20 million in lifetime sales. Our commitment to quality and customer service led to exponential growth.
Launched EmpowerMe, empowering the next generation of storm restoration professionals with the tools and systems to succeed. I was determined to share my knowledge and help others level up their careers.
Continued growing Arrow Roofing and EmpowerMe, inspiring others to achieve success and level up their careers. My mission is to inspire and mentor others to reach new heights in the storm restoration industry.
In my chapter of Flip The Script, I share the powerful strategies that have been key to my success in building Arrow Roofing Services into a multi-million-dollar business.
Inside, you’ll learn how to:
In this episode of Portfolio Pulse, host Steven Huskey sits down with Trenton Wisecup, the founder of Arrow Roofing Services in Detroit, Michigan. Trenton shares his inspiring journey from humble beginnings to becoming a successful entrepreneur in the roofing industry. He discusses the pivotal moments that shaped his business, including the decision to enter the workforce without a college degree, his early experiences in sales, and the challenges of starting his own roofing company.