HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Host Christian talks with Dylan Osmon about his rapid rise from a $33,000 triplex purchase in 2020 to over 200 rental units, covering scaling strategies, deal structure, partnerships, and debt management.
They discuss real-world lessons on hiring and firing, risk management, the trade-offs between cash flow and long-term appreciation, and practical advice for investors ready to solve bigger problems and grow their portfolios.
75 episodes