72. Navigating Our First Eviction: A 10-Month Landlord Nightmare episode artwork

EPISODE · Sep 19, 2025 · 48 MIN

72. Navigating Our First Eviction: A 10-Month Landlord Nightmare

from Real Life Investing With Jason & Rachel Wagner · host Jason & Rachel Wagner

Send us Fan MailOur first eviction experience turned into a year-long saga of legal hurdles, thousands in lost revenue, and unexpected emotional challenges. We navigate the complex process of evicting non-paying tenants from our commercial property in Chicago while balancing business decisions with human impact.• Notice requirements for tenant termination in Chicago (120 days for tenants who've lived there over 3 years)• Impact of problem tenants on other units and building conditions• Timeline from notice to actual eviction spanning nearly 12 months• Legal procedures including court dates, default judgments, and sheriff scheduling• Importance of not accepting rent after termination notice• Financial impact: over $10,000 in losses from legal fees and missed rent• Emotional reality of eviction day with six sheriff officers and social workers• Cash-for-keys as a potentially better alternative to formal eviction• Location matters - eviction laws vary significantly between different states and counties• Single-unit rentals carry higher risk compared to multi-unit propertiesIf you're considering real estate investing, understand that evictions are sometimes unavoidable but should be your last resort. The financial and emotional cost makes cash-for-keys deals worth considering before entering the lengthy court process.

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Send us Fan Mail Our first eviction experience turned into a year-long saga of legal hurdles, thousands in lost revenue, and unexpected emotional challenges. We navigate the complex process of evicting non-paying tenants from our commercial property in Chicago while balancing business decisions with human impact. • Notice requirements for tenant termination in Chicago (120 days for tenants who've lived there over 3 years) • Impact of problem tenants on other units and building conditions • T...

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72. Navigating Our First Eviction: A 10-Month Landlord Nightmare

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This episode was published on September 19, 2025.

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