Real Estate, Startups & Mexico Business | Growth Entrepreneur Journey Brian Smith | Jake & Gino Podcast
Every successful founder has a story worth learning from. In this episode, Jake & Gino sit down with Brian Smith to unpack his incredible entrepreneur journey—from surviving political challenges in Denver real estate to building and scaling businesses across the U.S. and Mexico.
Jake & Gino: Real Estate Investing & Multifamily · Brian Smith, Jake Stenziano, Gino Barbaro
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Show Notes
Every successful founder has a story worth learning from. In this episode, Jake & Gino sit down with Brian Smith to unpack his incredible entrepreneur journey—from surviving political challenges in Denver real estate to building and scaling businesses across the U.S. and Mexico.
Brian shares candid lessons on entrepreneurship, resilience, and growth. Discover how his early days in commercial real estate shaped his mindset, why burnout forced him to pivot, and how he eventually launched Strategy Ladders to help founder-led B2B service businesses scale beyond the owner. You’ll also hear his perspective on Mexico City as an entrepreneurial hub, the shift from consulting to implementation, and how he helps businesses achieve 2–8X growth. If you’re an entrepreneur or investor, you won’t want to miss Brian’s insights.
Connect with Brian Smith: StrategyLadders.com | LinkedIn: S. Brian Smith
Chapters:
00:00 – Introduction
03:12 – Breaking into Denver real estate with master leases
07:39 – Politics, burnout, and lessons from failure
14:43 – Redefining success: survivalist roots to investment banking
20:24 – Founders Organization & why many groups miss real entrepreneurs
32:52 – Myths vs. reality of living in Mexico as an entrepreneur
42:45 – Why implementation beats coaching in today’s consulting market
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About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com.
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