David Berg is the CEO and founder of CommanderAI, a company at the forefront of leveraging artificial intelligence to transform the waste management industry. Under his leadership, CommanderAI has raised over $5 million in funding and grown to a team of 15+ employees serving customers across the U.S. and Canada. The company was selected from 8,000 applicants as one of 70 startups to participate in Antler VC’s prestigious accelerator program. David’s vision is to revolutionize the industry by using AI to optimize sales operations, drive efficiencies, and solve complex business challenges. CommanderAI is actively preparing for its Series A round in 2026, positioning itself for long-term growth and market leadership.

During this episode, we discuss:

• David Berg shares how his experience at Battle Motors exposed a major technology gap in the waste management industry
• Why legacy industries often continue operating on paper, spreadsheets, and relationship-driven workflows and where that creates opportunity for founders
• How CommanderAI is building a purpose-built sales intelligence platform for waste haulers, helping companies find, manage, and retain customers
• Why simplicity matters when selling software into legacy markets
• How Commander supports same-day onboarding with hands-on implementation
• A look inside Commander’s three core product areas
• David’s advice for founders building in legacy markets
• Lessons from scaling Commander’s team
• Fundraising lessons from Commander’s $5M seed round
• Why relationship-building has been critical to Commander’s customer acquisition strategy
• How David sets aside time for himself as a founder

And more. Tune into this episode as we dive into all things legacy markets!