This episode explores the "upside era" of real estate investing, arguing that despite recent economic shifts and challenges to housing affordability, real estate remains a viable path to financial independence. Dave analyzes the "Goldilocks era" from 2013-2022, characterized by low home prices and interest rates, and contrasts it with the present, where affordability is strained but demographic tailwinds, wage growth, and supply constraints persist. Real estate is presented as superior to other asset classes due to its return diversity, income potential, market stability, and risk-adjusted returns, with financial freedom achievable in 8-12 years through strategic investment. Dave introduces seven "upsides" for finding deals: rent growth, value-add investing, buying deep, zoning upside, owner-occupied strategies, path of progress, and continuous learning. He advocates for a buy box focused on small multifamily and single-family homes with breakeven cash flow, a minimum 10% annualized return on investment in year one, and the potential to reach 15% within two years, emphasizing deals with multiple upsides. For instance, he details his purchase of a duplex with value-add potential, zoning upside, and learning opportunities, illustrating how to outperform the stock market through strategic real estate investments.