JF3836: Due Diligence Red Flags, Lower Middle Market Inefficiencies, & Critical LP Investment Strategies ft. Aleksey Chernobelskiy

On this episode of the The Passive Income Playbook, host Pascal Wagner interviews Aleksey Chernobelskiy, former executive at Store Capital and founder of GPLP Match, about navigating the complex relationship between limited partners and general partners in commercial real estate investing. Chernobelskiy draws from his experience at Store Capital, where he helped deploy 1-2 billion dollars annually, to explain how LPs should approach due diligence differently when evaluating smaller versus institutional-sized deals. He provides valuable insights on distinguishing between "red flags" and "yellow flags" in investment opportunities, dissects why LPs often miss aggressive rent growth assumptions in multifamily deals, and offers his golden rule for investors: if you can't identify at least three ways your investment could go to zero, you're not ready to invest. The conversation provides critical guidance for passive investors seeking to evaluate deals more effectively in today's challenging market environment. Sponsors: Vintage Capital Capital Gains Tax Solutions Learn more about your ad choices. Visit megaphone.fm/adchoices