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WHR 3.215: A Real Estate Investor’s Journey from Flipping to Lending

Work at Home RockStar Podcast

Release Date: 03/17/2025

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Episode Summary:

In this episode of the Work at Home Rockstar Podcast, Tim chats with Yoav Gilad, CEO and co-founder of Green Block, Inc.. Green Block helps real estate investors accelerate their growth by funding deals quickly and efficiently. Yoav shares his journey from small-scale real estate flipping to building a successful lending business that now supports about 50 investors annually. He opens up about lessons learned—like the unexpected surprises of managing rental properties—and how word-of-mouth marketing helped scale his business. Tune in to discover how Yoav leverages AI tools, virtual assistants, and financial strategy to streamline operations and grow his company.


Who is Yoav Gilad?

Yoav Gilad is an experienced real estate investor and entrepreneur who has been working full-time in real estate since 2017. As the CEO and co-founder of Green Block, Inc., he has participated in hundreds of real estate investment deals—as a buyer, seller, and lender. Before entering real estate, Yoav worked in content management for Hagerty and Petrolicious. His passions include family, friends, music, and, of course, cars.


Connect with Yoav Gilad:

🌎 Website: https://greenblockinc.com/ (Sign up for a free flipping guide!)
📘 Facebook: https://www.facebook.com/yoav.gilad
🔗 LinkedIn: https://www.linkedin.com/in/yoavgilad/
📸 Instagram: https://www.instagram.com/greenblockinc/


In this Episode:

[00:00] Introduction and Guest Welcome
🏡 [00:23] Success Story: From Flipping Houses to Lending
🚨 [01:05] Lessons from Mistakes: The "Whorehouse" Incident
📢 [03:46] Building a Business: From Word of Mouth to Social Media Marketing
🤝 [05:52] Accidental Beginnings: How Yoav Got His First Client
👩‍💻 [07:28] Team Dynamics: Working with a Business Partner (His Wife)
🤖 [09:40] Leveraging AI and Virtual Assistants in Business
💰 [11:58] Financial Management: Keeping the “Hat Full” with Smart Cash Flow Strategies
🛠️ [15:21] The Reality of Flipping Houses vs. What You See on TV
🚀 [18:16] Exciting Business Developments & Future Growth Plans
📞 [20:14] How to Connect with Green Block


RockStar Tips from Yoav Gilad 🎸

Invest in a property manager – It saves you time, stress, and unexpected "surprises."
Word-of-mouth marketing is powerful – Happy clients bring in more business.
Leverage AI & VAs – They can help scale your business without increasing overhead costs.
Know your numbers – A CEO’s most important job is tracking financials and forecasting cash flow.
Real estate flipping isn’t like TV – It requires strategy, budgeting, and realistic expectations.


Host Contact Details:

📢 I love connecting with Work at Home RockStars! Feel free to reach out:
🌎 Website: https://workathomerockstar.com
📘 Facebook: https://www.facebook.com/workathomerockstar
📸 Instagram: https://www.instagram.com/workathomerockstar
🔗 LinkedIn: https://www.linkedin.com/in/timmelanson
📺 YouTube: https://www.youtube.com/@WorkAtHomeRockStarPodcast
🐦 Twitter: https://twitter.com/workathomestar
📩 Email: [email protected]