Path of Progress

How to Underwrite Multifamily Deals in 2025 (Protecting Investors & Winning Offers) | Ep 33 Path of Progress with Hitomi Yasuda


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How do top operators win deals AND protect investors in today’s market?
It all starts with underwriting that actually works.

In this episode of Path of Progress, host Alex Kononov sits down with Hitomi Yasuda, co‑founder of Underwrite2Win, who has personally underwritten 1,500+ multifamily and commercial deals across 10 states.

Hitomi reveals how she screens markets, stress‑tests deals, and why she focuses on conservative numbers over hype—plus the mindset shifts that helped her walk away from bad deals (including a $50M one!) and win a $19.5M property by offering less than competitors.

📌 Key Takeaways:
✅ From corporate burnout to multifamily pro 🏢
✅ How to define your “buy box” and stop chasing everything 🎯
✅ Why underwriting is the backbone of every deal 🔎
✅ Screening markets with crime data, income levels, and exit strategy 📊
✅ Stress‑testing deals for worst‑case scenarios 🧩
✅ Building broker relationships that help you win—even with a lower offer 🤝
✅ How to start underwriting with confidence (and avoid analysis paralysis)

📚 Book Recommendations:
Atomic Habits by James Clear
Start With Why by Simon Sinek

🌐 Connect with Hitomi Yasuda:
💼 Website → https://learn.uw2win.com/courses/uw2win
📧 Email: [email protected]📸 Instagram → https://www.instagram.com/hitomixyasuda/
🔗 LinkedIn → https://www.linkedin.com/in/hyasuda/


🎧 Listen & Watch the Full Episode:
📺 YouTube:
🎧 Spotify

& Apple Podcasts: https://podcasts.apple.com/us/podcast/path-of-progress/id1782550599


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