Career

Experience

Two decades of building companies, leading teams, and delivering results.
Khary Penebaker speaking at community event with microphone
Current Role

Regional General Manager

Great Day Improvements
December 2025 - Present | Upper Midwest Region

Leading a turnaround of four underperforming markets. Managing Design Consultant hiring and training pipelines, subcontractor recruitment across multiple trades, revenue operations, and weekly performance reporting to division leadership. Building systems, processes, and teams from the ground up in a region under corporate scrutiny.

4
Markets
17
Open Positions
Multi
Trade Operations
Career History

Previous Roles

Khary Penebaker at YWCA Southeast Wisconsin event
Executive Leader
Roofed Right America
Commercial Roofing Operations

Grew operations to over $35 million in annual revenue with 180 employees across five states. Managed large-scale commercial roofing projects, recruited and developed field teams, and built the operational infrastructure to support rapid geographic expansion.

$35M+ Revenue 180 Employees 5 States
Founder and CEO
Penebaker Enterprises
2002 - 2011

Founded a commercial roofing and sheet metal fabrication company from scratch. Grew revenue from $1.5 million to $12 million. Managed all aspects of operations -- estimating, project management, field crews, client relationships, and financials. Specialized in EPDM, TPO, and GAF roofing systems.

Built the company with a truck and a phone. Left with a decade of proof that I could build something real.

$1.5M to $12M Founded from Scratch Full P&L
What I Know

Industry Expertise

Commercial Roofing EPDM Systems TPO Systems GAF Certified Building Envelope Sheet Metal Fabrication Project Estimation Subcontractor Development Multi-State Operations Team Building P&L Ownership Turnaround Management Revenue Forecasting Production Scheduling
Marquette University High School
University of Wisconsin-Milwaukee
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