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Founder's Story

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

05 May 2025

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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

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Hey everyone, welcome back to Founders Story. Today we have Alfonso Guerrero, founder and president of RICI Group. And Alfonso, you've had an amazing experience going from law school, which I think, I wish I went to law school. I feel like every business owner could probably do better as a business owner if we went to law school. And I'd love to hear your thoughts on that soon.

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But scaling and growing your company now, a rapidly growing Canadian firm, you have different industries and different companies within. So let's just start off with how, why did you choose this specific industry or the first industry you were in and why at the time period that you did?

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Yeah, a hundred percent. It's quite a wild ride. So I did law school in the UK. I studied at the University of Harvard here. After I went to law school, I worked at a firm in Toronto. I worked on their articling team and going through the legal licensing process. And I didn't love it.

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I kind of wanted to do something that I could get my hands dirty and enjoy being on a team and working in an industry that I kind of loved. And I kind of learned while working at the law firm that I didn't really love doing that. And I kind of wanted to do something more hands-on. I didn't want to do something that was... an office job or, you know, work in the legal industry.

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I just didn't love it anymore. I fell in love with it. So after working at the law firm, I decided to open, I went into the food business. So I opened a small food truck. And after a little while, we figured out that that industry wasn't kind of the best for growth and there wasn't much opportunity to kind of scale that into a massive company, which always was our end goal.

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