In this episode of the Jake & Gino Podcast, hosts Jake Stenziano and Gino Barbaro sit down with real estate developer and investor Evan Holladay. In this conversation, Evan shares his journey into real estate development, the challenges of breaking into the industry, and the key lessons he learned while scaling large projects. He also explains how aspiring developers can get started, what it really takes to succeed in this space, and how real estate development can become a powerful path to building long-term wealth.
00:00 Intro
01:12 Introducing Evan Holladay
03:05 Evan’s Background and How He Got Into Real Estate
07:18 First Challenges Breaking Into Development
11:42 Understanding Affordable Housing Development
16:05 How Real Estate Developers Actually Make Money
20:34 The Complexity of Development Deals
24:10 Lessons From Leading $694M in Projects
28:20 How Beginners Can Enter Real Estate Development
32:15 Common Mistakes New Developers Make
36:05 Workforce & Affordable Housing Opportunities
40:10 Mentoring the Next Generation of Developers
43:20 Advice for Aspiring Real Estate Developers
46:10 Final Thoughts and Where to Connect With Evan
48:34 Outro
Beyond development, Evan is passionate about mentorship and education. Through programs like Affordable Development Mastery, he helps guide the next generation of real estate developers looking to enter the affordable housing space.
Connect with Evan Holladay
🌐 Affordable Development Mastery
https://www.affordabledevelopmentmastery.com/
📸 Instagram
https://www.instagram.com/evanholladay/
💼 LinkedIn
https://www.linkedin.com/in/evanholladay/
Join the premiere multifamily community
www.wheelbarrowprofits.com
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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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