From Law School to Garbage Trucks: How Alfonso Guerreri Built a $Millions Waste Empire | Ep 213 with Alfonso Guerreri Founder of RICI

Alfonso Gurreri , A Harvard-educated lawyer turned hands-on entrepreneur, founded RICI Contracting in 2022 and has since grown it into a full-service powerhouse. Today, RICI delivers construction, asphalt paving, snow & property maintenance, waste management, and facility services across Ontario. Alfonso shares how he parlayed legal training into strategic vision, weathered early food-truck misfires, and now innovates a once-old-school industry with sustainability, operational excellence, and client-first focus. Key Discussion Points: Law Meets Hard Hats: How a top-tier legal education taught Alfonso discipline, risk assessment, and negotiation skills he now applies to multimillion-dollar contracting bids. Early Failures to Firm Foundations: The food-truck chapter that taught him to test market fit, manage debt serviceability, and pivot swiftly into construction. Building RICI’s Service Portfolio: The step-by-step playbook for adding roll-off trucks, portable toilets, paving rigs, and snow-plow fleets—each driven by recurring revenue needs. Ideally Niche Clients: Why focusing on property managers, REITs, and pension-fund portfolios ensures monthly billing reliability and repeat business. Innovation & Sustainability: How Alfonso is modernizing a legacy sector through advanced equipment, AI-powered fleet surveillance, and eco-minded operational upgrades. Scaling with Discipline: His criteria for debt-financed expansion, in-house versus subcontractor work, and turning low-risk jobs into entry points for higher-ticket contracts. Key Takeaways: Strategic Pivoting: Embrace early failures as fast-feedback loops that uncover scalable opportunities. Debt Serviceability Test: Only invest in capital assets when your recurring cash-flows can safely cover the payments. Client Lifetime Value: Lock in high-margin, recurring services for the same ideal customers rather than chasing one-off gigs. Operational Excellence: Leverage technology, standardize processes, and build sustainability into every service offering. Closing Thoughts: Alfonso Gurreri’s journey from articling desks to asphalt crews illustrates that true entrepreneurial grit lies in mastering finance-savvy expansion and relentless client focus. Tune in to discover how RICI Contracting is redefining Canadian facility services—one strategically financed roll-off bin at a time. Our Sponsors: * Check out Indeed: https://indeed.com/FOUNDERSSTORY * Check out Northwest Registered Agent and use my code FOUNDERS for a great deal: https://northwestregisteredagent.com * Check out Plus500: https://plus500.com * Check out Rosetta Stone and use my code TODAY for a great deal: https://www.rosettastone.com Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.