In this episode of Path of Progress, Alex Kononov sits down with Chris VanDeWeert, the founder & CEO of Crestline Ventures, who left a 20-year corporate sales career — and jumped straight into multifamily with zero real estate background.

After years of burnout, high taxes, and the Wall Street roller coaster, Chris found one book that changed everything. Within months, he joined a mastermind, built a new identity, and acquired his first 52-unit deal in Charlotte. Today he is a co-owner of $18.5M in multifamily assets, including a brand-new 96-unit hotel conversion.

This episode is a blueprint for anyone pivoting careers, raising capital for the first time, or wanting to break into multifamily without a real estate past. Chris breaks down what it really took — the mindset shifts, the vetting of partners, and the mistakes he avoided through mentorship.

Whether you're an aspiring investor or building your brand from scratch, this episode offers powerful, practical steps you can apply immediately.

📌 Key Takeaways

✅ The moment Chris realized he needed to escape corporate burnout

✅ How one book launched his entire multifamily career

✅ Why he skipped single-family and went straight to 52 units

✅ How he joined a mastermind and avoided major early mistakes

✅ Why partnerships fail — and how to vet your team

✅ How he raised $3M in two weeks

✅ Inside the 96-unit hotel conversion opportunity

✅ Becoming the real estate expert in your circle

✅ The importance of coaching + personal development

✅ His mission to reach 1,000 doors in 3 years

✅ Time management, identity shifts & building confidence

📚 Book Recommendation

Financial Freedom Through Real Estate Investing — Michael Blank

🌐 Connect with Chris VanDeWeert

📸 LinkedIn → https://www.linkedin.com/in/cvandeweert

💼 Email → [email protected]

🌍 Website → https://www.investwithcrestline.com/

🎧 Watch & Listen to the Full Episode

📺 YouTube → https://youtu.be/7yvVy6tFX1M

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