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Greg Cummings, CEO - Power100

Greg Cummings is the CEO of Power100, the nation's only 100% third-party, unbiased ranking platform for home improvement company leaders. Built on the premise that performance, not politics, should determine who rises to the top, Power100 evaluates CEOs and companies through a proprietary 5-Layer Ranking System that combines AI-driven data with human intelligence to produce rankings the industry actually trusts.

Greg's path to building Power100 was forged in the field. As the leader who scaled a window and door business from under $1 million to $10 million in annual revenue in under three years, he learned firsthand what separates companies that grow from companies that stall. That operator's perspective now powers more than 1,200 one-on-one CEO interviews conducted across the country, a body of research few voices in the industry can match.

Greg coined the term "Affirmation Search" and has become the leading authority on AI findability for the trades: how roofing and home improvement companies get found, validated, and chosen when homeowners ask AI-driven search "is this the best company?" and "should I hire them?" He speaks nationally on AI findability, Affirmation Search, leadership, and the habits of top-ranked CEOs, and hosts Power100 PowerChat, where he interviews the industry's most influential leaders. In 2025 he was named one of the Top 15 Most Influential Leaders in Home Improvement by HG HomeClub.


About Power 100

Built For The CEOs Nobody Was Speaking For.

Power100 is the nation's only 100% third-party, unbiased ranking platform for home improvement company leaders.

Using a proprietary 5-Layer Evaluation System combining AI and human intelligence, Power100 identifies and ranks the top CEOs and companies driving performance, culture, and growth across the home improvement industry.

Power100 is also the developer of Inner Circle (https://innercircle.power100.io), where Greg is leading the charge of contractor education and leadership development through media. Instead of being the voice, Power100 is the platform where the best voices can be seen and heard authentically, along the lines of the model behind everything we build.

Visit our website.


Speaking topics

  • AI Findability and Affirmation Search: how roofing and home improvement companies get found, validated, and chosen by AI-driven search
  • The 5 Pillars of Top-Ranked Home Improvement CEOs
  • What 1,000+ CEO Interviews Revealed About Leadership
  • Building a Culture of Accountability in Home Improvement
  • How Top CEOs Use Brand as a Competitive Weapon
  • Sales Army Rangers: Building a Conviction-Driven Sales Team
  • HOGs: Setting Huge Outrageous Goals That Drive Growth

Latest Podcasts

Power 100 - Greg Cummings - How AI Is Changing Roofing

Greg Cummings - How AI Is Changing Roofing

In this episode of Roofing Road Trips®, Heidi J. Ellsworth sits down with Greg Cummings, CEO of Power 100, to explore how AI is changing the way roofing contractors are discovered and evaluated online. As homeowners turn to new tools to research service providers, contractors face a growing need to ...
Listen to the Podcast