Turning a Personal Brand into a Lead Generation Engine
Trenton Wisecup – Founder of Arrow Roofing & D2Dexpert

Project Overview
Trenton Wisecup is an entrepreneur who built Arrow Roofing from just $20 into a $20M+ company, later expanding his influence through D2Dexpert, a coaching platform for business owners.
Despite his proven track record and reputation in the roofing industry, Trenton’s personal brand wasn’t fully leveraged to generate consistent leads across his ventures. His success stories existed, but they weren’t packaged into a digital presence that worked as a lead funnel.
The Problem
Even with undeniable results and social proof, Trenton’s online presence lacked the visibility and authority positioning required to attract leads at scale.
- His success stories were scattered, not structured into a cohesive narrative.
- He had credibility in the roofing community, but not enough mainstream digital presence.
- His platforms weren’t optimised with conversion-focused CTAs, limiting inbound leads.
To maximise his business growth and coaching opportunities, Trenton needed a personal brand strategy that generated leads 24/7.

The Strategy
We developed a lead-generation-first personal branding system designed to amplify his authority and convert visibility into inquiries.
- Top-Tier Media Features – Positioned Trenton as a thought leader through placements in NY Weekly, Yahoo Finance, Benzinga, and other business outlets.
- Optimized Online Presence – Rebuilt bios, refined headlines, and added conversion-driven CTAs across all platforms.
- Strategic Narrative Building – Structured his story from $20 to $20M+ into a compelling authority-driven journey that resonated with entrepreneurs, partners, and investors.
- Funnel Integration – Treated every article, profile, and platform as a direct lead funnel, ensuring visibility translated into measurable growth.

The Results
The brand overhaul transformed Trenton’s digital presence into a lead magnet:
- 2x increase in inbound traffic across his personal website and LinkedIn.
- Steady flow of high-quality leads for both Arrow Roofing and D2Dexpert mentorship programs.
- Multiple partnership opportunities initiated through media exposure.
- A noticeable rise in direct outreach and inbound inquiries from prospects who discovered him via press features and optimised profiles.
Trenton’s personal brand shifted from being a static profile to a 24/7 lead generation system that drove business growth across multiple ventures.
Key Takeaway- A proven track record isn’t enough if it isn’t packaged properly. For Trenton, turning his story into a digital authority presence transformed his personal brand into a scalable growth engine—one that not only generated inbound leads but also unlocked partnerships and long-term opportunities.
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