Theo Halstead
The Rollout Crew
The Rollout CrewIn this episode, we sit down with Theo Halstead, CEO of The Rollout Crew, to explore how his background in technology and the U.S. Marine Corps shaped his leadership style and passion for transforming the construction industry. Theo shares how his team bridges the gap between cutting-edge software and real-world construction workflows — helping companies adopt technology that enhances performance, productivity, and communication.
Theo discusses the philosophy behind Rollout Crew’s “white glove without the posh” approach, the importance of understanding people before implementing tech, and how data-driven solutions are changing the way construction companies operate. From scaling small businesses with digital tools to integrating AI responsibly, this episode dives deep into the intersection of leadership, technology, and continuous improvement.
Episode Highlights
Theo shares how his time in the U.S. Marine Corps introduced him to technology and sparked a lifelong interest in innovation and problem-solving.
Theo explains the mission behind The Rollout Crew — helping construction companies connect technology with business operations to make smarter, data-driven decisions.
He discusses the team’s “white glove without the posh” philosophy — blending strong relationships with practical solutions to bring efficiency directly to clients’ fingertips.
Theo talks about how many companies invest in “shiny” software without understanding how to use it — and how his team bridges that knowledge gap.
He shares a case study on helping a pipeline construction company leverage real-time data for better resource allocation and scalability.
Theo explains how AI isn’t replacing humans — it’s empowering them by automating tedious tasks and improving accuracy and speed in everyday workflows.
From digital resource tracking to cloud-based workforce data, Theo highlights new technologies improving HR, project tracking, and field management.
He reflects on how construction, despite being the backbone of infrastructure, still lags in tech adoption — and why companies need service-based partners to bridge that gap.
Theo shares his unexpected path to becoming a CEO, the lessons learned through military service, and his drive to bring modern technology into traditional industries.
He emphasizes listening, communication, and embracing failure as tools for growth — turning mistakes into opportunities for improvement.
Theo discusses fostering collaboration, education, and open communication to strengthen teamwork and continuous learning within The Rollout Crew.