🎧 Rent to Own Failures, Tenant Discounts & Legal Lessons

Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier

Today’s episode dives deep into the realities of creative real estate strategies. Wayne and Gabby wrap up their story about a failed rent to own deal, answer listener questions about rental discounts and late rent enforcement, and share the hard lessons learned about legal protections, caveats, and overholding tenants. This is a must-listen for any investor who wants to avoid costly mistakes and structure deals the right way.

🧠 What You'll Learn in This Episode

• How one rent to own deal failed and the legal battles that followed

• Why proper paperwork and legal systems protect you from unlawful caveats

• The importance of reserve funds when tenants overhold or stop paying

• When (and if) to offer a rental discount to secure a fixed-term lease

• Why month-to-month tenancies can create problems for landlords

• How to deal with repeated late rent and whether 14-day notices are effective

• Why perspective and authenticity matter in creative real estate strategies

• Practical steps when converting your home into a rental property

👥 About Your Hosts

Wayne & Gabby Hillier are full-time real estate investors and coaches based in Edmonton, Alberta, Canada. Through their REI Masters Mentorship Program, they help Canadians build long-term wealth using rental properties, BRRRRs, flips, joint ventures, and creative real estate strategies.
New episodes every weekday morning featuring real stories, coaching moments, and tactical investing advice.

💡 Resources & Contact

Learn about our Mentorship Program: www.reimasters.ca
Bookkeeping & Tax help: www.finngo.com/rei
Submit a question: info@reimorningshow.com

Get the 5% Rule™ book on Amazon: The 5% Rule™ – The Real Estate Cash Flow Test
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🤝 Thanks to Our Sponsors

🏠 Krystal Kromm – Red Deer Investor-Focused Realtor
📞 (587) 377-8584
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🏢 Calvin Realty – Edmonton Investor-Focused Realtor Team
🌐 calvinrealty.ca
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📊 Finngo Bookkeeping & Tax – Investor-Focused Accounting Firm
🌐 www.finngo.com/rei
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💼 Kirkwood & Brennan Mortgage Group – Investor-Focused Brokers
🌐 www.kbmortgages.ca
📧 keaton@kbmortgages.ca
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🏗️ Calvert Home Mortgage Investment Corporation
📞 403-278-0249
📧 info@chmic.ca
🆔 FSRAO License Numbers: 13267 and 13268