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Project Overview

Trenton Wisecup is a visionary entrepreneur and the Founder & CEO of Arrow Roofing Services, LLC, one of the fastest-growing roofing companies in the United States. Starting with just $20, Trenton scaled his business to over $20 million in revenue within six years, becoming a respected authority in storm restoration, insurance claim projects, and roofing business scalability.

To translate his real-world success into a credible digital presence, we conceptualized, designed, and built Trenton Wisecup’s personal website from the ground up. The goal was to create a powerful platform that positioned him not just as a successful contractor but as a thought leader, mentor, and industry authority in roofing and entrepreneurship.

The website was designed to serve as:

  • A central hub for Trenton’s entrepreneurial journey and leadership philosophy

  • A credibility engine for media features, speaking opportunities, and consulting visibility

  • A long-term foundation for thought leadership in roofing, storm restoration, and business scaling

The Problem

Despite extraordinary business growth and industry recognition, Trenton lacked a dedicated personal platform that clearly communicated the depth of his experience, leadership style, and strategic thinking.

Key challenges included:

  • His story was fragmented across media articles and company platforms

  • Media editors, podcast hosts, and event organizers had no single destination to understand his journey and authority

  • His mentorship work and consulting impact were not clearly positioned at a leadership level

  • His insights into insurance claims, scaling systems, and automation were under-leveraged digitally

Without a centralized personal website, Trenton’s visibility depended heavily on third-party platforms rather than an owned, authoritative presence.

The Strategy

We built Trenton Wisecup’s personal website with authority, clarity, and scalability at its core.

Key strategic elements included:

  • Structuring the website around Trenton’s journey from door-to-door sales to a multimillion-dollar enterprise

  • Positioning him as a calm, decisive, and systems-driven leader in the roofing and storm restoration industry

  • Highlighting his credibility through media features, certifications, and industry accolades without over-promotion

  • Creating editorial-ready positioning that media houses, podcast producers, and event curators could immediately trust

  • Designing the site as a long-term asset to support speaking, consulting, mentorship, and industry thought leadership

The result was a website that reflects real leadership, real scale, and real impact, not hype.

The Impact

The personal website became a powerful credibility and positioning tool for Trenton Wisecup.

  • Established Trenton as a trusted thought leader in roofing, storm restoration, and entrepreneurship

  • Strengthened editorial and media credibility across respected business and industry publications

  • Positioned him as a mentor and advisor for contractors seeking scalable, recession-proof growth

  • Created a sustainable digital foundation to support consulting programs, speaking engagements, and long-term brand equity

Rather than just showcasing success, the website now communicates experience, authority, and leadership at scale.

Why This Worked

By owning his narrative through a well-structured personal website, Trenton moved from being known as a successful operator to being recognized as an industry voice and business authority, setting the stage for continued media growth, mentorship influence, and long-term brand leadership.