Ashley Hamilton
Detroit-based real estate investor who started with a single low-cost property and scaled to ~45 properties, focusing on high cash-flow strategies (Airbnb, Section 8, unit conversions) and now reports roughly $50,000/month in cash flow.
Best podcasts with Ashley Hamilton
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36 snips
Sep 22, 2025 • 38min
From $20K/Year Salary to $20K+/Month Passive Income w/Ashley Hamilton
Ashley Hamilton, a Detroit-based real estate investor and single mother, transformed her life from a $20K/year waitress to earning $50K/month. She boldly purchased a home during the market crash with a $6,000 tax refund, proving that investing is possible even with minimal income. Ashley shares her strategies for a 45-property portfolio, focusing on high cash-flow methods like Airbnb and Section 8, and emphasizes quality over quantity in real estate. She discusses achieving financial freedom and future plans, including mixed-use developments and funding her children’s education.
Jun 30, 2025 • 43min
#423: What Really Happens After Financial Independence?!
Ashley Hamilton, a real estate investor from Detroit, transitioned from waitress to financial independence through rental properties. She discusses her inspirational weight loss journey and the importance of health in achieving overall wealth. Ashley emphasizes building a strong financial foundation for her children, including teaching financial literacy and exploring entrepreneurship. She shares her innovative strategies in real estate, particularly her pivot to short-term rentals and creative income streams, all while focusing on family legacy and personal well-being.
